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​Research achievements

​Publication

2024
 

  • Mechanistic Investigations of Chiral Lithium Binaphtholate Catalysis for Asymmetric Aldol-Tishchenko Reaction of α-Fluoroarylketones
    Kotani, S.; Asano, T.; Arae, S.; Sugiura, M. Nakajima, M.
    ​J. Org. Chem. In press.




2023

2022

2021

  • Catalysis with Earth-abundant Elements; CHAPTER 11: Catalysis by Silicon Species
    Sugiura, M.;Kotani, S.; Nakajima, M.
    RSC Catalysis Series 2021, 40, 309-333. 

  • CHIRAL PHOSPHINE OXIDE-CATALYZED ENANTIOSELECTIVE RING OPENING OF OXETANES
    Kotani, S.; Tashima, Y.; Tanaka, H.; Aoki, S.;
    Nakajima M. 2021, 103, 1048–1056, 
    Heterocycles, 2021, 103, 1048–1056.

  • Molecular recognition of a single-chain Fv antibody specific for GA-pyridine, an advanced glycation end-product (AGE), elucidated using biophysical techniques and synthetic antigen analogues.
    Kobashigawa, Y.; Ohara, T.; Morita, K.; Toyota, Y.; Nakamura, T.; Kotani, S.; Arimori, T.; Yamauchi, S.; Liu, C.; Kitazaki, M.; Wakayama- Miyazaki, Y.; Suwa, Y.; Uchida-Kamekura, M.; Fukuda, N.; Sato, T.; Nakajima, M.; Takagi, J. Yamagata, Y.; Morioka, H.
    J. Biochem., 2021, 170, 379–387.

2020

​​

2019

  • Lewis Base-catalyzed Enantioselective Conjugate Reductions of β, β-Disubstituted α, β-Unsaturated Ketones with Trichlorosilane: E / Z Isomerization, Regioselectivity, and Synthetic Applications.
    Sugiura, M .; Ashikari, Y .; Takahashi, Y .; Yamaguchi, K .; Kotani, S .; Nakajima, M.
      J. Org. Chem.  2019,  84, 11458-11473.
     

  • Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
    Hashimoto, Y .; Michimuko, C .; Yamaguchi, K .; Nakajima, M .; Sugiura, M.
      J. Org. Chem.  2019,  84, 9313-9321.
     

  • Stereoselective Synthesis of 2-Fluoro-1,3-diols via Lithium Binaphtholate-catalyzed Aldol-Tishchenko Reaction.
    Asano, T .; Kotani, S .; Nakajima, M.
      Org. Lett  2019,  21, 4192-4196.
     

  • Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives.
    Sakamoto, M .; Kaneko, T .; Orito, Y .; Shimoda, Y .; Nakajima, M.
      Chem. Pharm. Bull.  2019,  67, 452-446.

2018

  • Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis.
    Kotani, S .; Yoshiwara, Y .; Ogasawara, M .; Sugiura, M .; Nakajima, M.
      Angew. Chem. Int. Ed.  2018,  57, 15877-15881.
     

  • Dramatic Enantioselectivity Reversal in the Propargylation of Aldehyde with Alkynyllithium Catalyzed by Dilithium Binaphtholate Derivatives.
    Nakajima, M .; Watanabe, R .; Osakama, K .; Sakamoto, M .; Takemoto, D. Kukita, K.
      Heterocycles  2018,  97, 708-711

2017

  • Development of asymmetric aldol reaction using phosphine oxide as an organomolecular catalyst.
    Makoto Nakajima,
      Chemical industry  2017,  68, 66-72.
     

  • Stereoselective Synthesis of Nitrogen-containing Compounds from Enamines.
    Sugiura, M .; Kashiwagi, T .; Ito, M .; Kotani, S .; Nakajima, M.
      J. Org. Chem.  2017,  82, 10968-10979.
     

  • Asymmetric Aldol / Vinylogous Aldol / Cyclization Reaction Using Phosphine Oxide Catalysts.
    Alim, NR; Miyazaki, S .; Shimoda, Y .; Sugiura, M .; Nakajima, M. Kotani, S. Chem. Pharm. Bull.
      2017,  65, 989-993.
     

  • Chiral Lithium Binaphtholate for Enantioselective Amination of Acyclic α-Alkyl-β-keto Esters: Application to the Total Synthesis of L-Carbidopa.
    Asano, T .; Moritani, M .; Nakajima. M .; Kotani, S.
      Tetrahedron  2017,  73, 5975-5982.
     

  • Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads.
    Kotani, S .; Kai, K .; Sugiura, M .; Nakajima, M.
      Org. Lett.  2017,  19, 3672-3675.
     

  • Enantioselective Chlorinative Aldol Reaction of α-Substituted Acroleins Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Hanamure, T .; Nozaki, H .; Sugiura, M .; Nakajima, M.
      Tetrahedron Asymmetry  2017,  28, 282-287.

2016

  • Enantioselective Michael Addition of a Malonate Ester to a Maleate Ester Catalyzed by Lithium Binaphtholate.
    Sakamoto, M .; Kaneko, T .; Orito, Y .; Nakajima, M.
      Synlett  2016,  27, 2477-2780.
     

  • Enantioselective Amination of Acyclic α-Alkylated β-Keto Esters Catalyzed by Chiral Lithium Binaphtholate.
    Kotani, S .; Asano, T .; Moritani, M .; Nakajima, M.
      Tetrahedron Lett.  2016,  57, 4217-4219.
     

  • Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones.
    Osakama, K .; Nakajima, M.
      Org. Lett.  2016,  18, 236-239.
     

  • Stereoselective Synthesis of Highly Functionalized 2,3-Dihydro-4-pyranones Using Phosphine Oxide as Catalyst.
    Kotani, S .; Miyazaki, S .; Kawahara, K .; Shimoda, Y .; Sugiura, M .; Nakajima, M.
      Chem. Pharm. Bull.  2016,  64, 189-192.
     

  • Concise Asymmetric Construction of C2-Symmetric 1,9-Diarylnonanoids Using Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
    Kotani, S., Kai, K., Shimoda, Y., Hu, H., Gao, S., Sugiura, M., Ogasawara, M. & Nakajima, M.Chem. Asian J.2016,
      11, 376-379.
     

  • Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy by Inducing the Oxidative Stress-mediated Expression of Myostatin and Atrogin-1.
    Enoki, Y .; Watanabe H .; Arake, R .; Sugimoto, R .; Imafuku, T .; Tominaga, Y .; Ishima, Y .; Kotani, S .; Nakajima, M .; Tanaka, M .; Matsushita , K .; Fukagawa, M .; Otagiri, M .; Maruyama, T.
      Sci. Rep.  2016,  6, 32084.

2015

  • Tertiary Amine as a Nucleophile Carrier: α-Aminonitrile in the Cyanation of Acetals and Orthoesters.
    Kotani, S .; Sakamoto, M .; Osakama, K .; Nakajima, M.
      Eur. J. Org. Chem.  2015,  30, 6606-6609.
     

  • One-pot Synthesis of β, β-Disubstituted α, β-Unsaturated Carbonyl Compounds using Sequential Ti-Aldol Addition to Ketones and Elimination.
    Sugiura, M .; Ashigari, Y .; Nakajima, M.
      J. Org. Chem.  2015,  80, 8830-8835.
     

  • Nitration of Indoxyl Sulfate Facilitates Its Cytotoxicity in Human Renal Proximal Tubular Cells via Expression of Heme Oxygenase-1.
    Ishima, Y .; Narisoko, T .; Kragh-Hansen, U .; Kotani, S .; Nakajima, M .; Otagiri, M .; Maruyama, T.
      Biochemi. Biophys. Res. Commun.  2015,  465, 481-487
     

  • Conjugate Addition of Diboron Catalyzed by O-Monoacyltartaric Acid.
    Sugiura, M .; Ishikawa, W .; Kuboyama, Y .; Nakajima, M.
      Synthesis  2015,  47, 2265-2269.
     

  • Chiral Lithium Binaphtholate for Enantioselective Michael Addition of Acyclic α-Alkyl-β-keto Esters to Vinyl Ketones.
    Kotani, S .; Moritani, M .; Nakajima, M.
      Asian J. Org. Chem.  2015,  4, 616-618.

-2014

  • Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
    Kotani, S .; Aoki, S .; Sugiura, M .; Ogasawara, M .; Nakajima, M.
      Org. Lett.  2014,  16, 4802-4805.

  • O-Monoacyltartaric Acid-Catalyzed Enantioselective Conjugate Addition of a Boronic Acid to Dienones: Application to the Synthesis of Optically Active Cyclopentenones.
    Sugiura, M .; Kinoshita, R .; Nakajima, M.
      Org. Lett.  2014,  16, 5172-5175.

  • Human Organic Anion Transporters Function as a High-capacity Transporter for p-Cresyl Sulfate, a Uremic Toxin.
    Watanabe, H .; Sakaguchi, Y .; Sugimoto, R .; Kaneko, K .; Iwata, H .; Kotani, S .; Nakajima, M .; Ishima, Y .; Otagiri, M .; Maruyama, T.
      Clinical and Experimental Nephrology  2014,  18, 814-820.

  • Imino Ene-type Reaction of Enamines with N-Sulfonylimines and Application to Diastereoselective Synthesis of 1,3-Diamines.
    Itoh, M .; Kotani, S .; Nakajima, M .; Sugiura, M.
      Tetrahedron Lett.  2014,  55, 4082-4085.

  • Lithium Binaphtholate-catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds.
    Kotani, S .; Kukita, K .; Tanaka, K .; Ichibakase, T .; Nakajima, M.
      J. Org. Chem.  2014,  79, 4809-4816.

  • Diastereoselective Synthesis of 1,3-Diamines by a Domino Reaction of Imines, Enamines, and Trichlorosilane.
    Kashiwagi, T .; Kotani, S .; Nakajima, M .; Sugiura, M.
      Tetrahedron Lett.  2014,  55, 1924-1926.

  • Enantioselective Double Aldol Reactions Involving the Sequential Activation of Silicon Tetrachloride by Chiral Phosphine Oxides.
    Kotani, S .; Sugiura, M .; Nakajima, M.
      Synlett  2014,  25, 631-640.

  • Skeleton construction utilizing continuous aldol reaction-Development to stereoselective polyol synthesis-.
    Shunsuke Kotani, Masaharu Sugiura, Makoto Nakajima
      Chemistry  2013,  68, 64-65.

  • Atropisomeric Chiral Diene in Asymmetric Catalysis: C2-Symmetric (Z, Z) -2, 3-Bis [1- (diphenylphosphinyl) ethylidene] tetralin as Highly Active Lewis Base Organocatalyst.
    Ogasawara, M .; Kotani, S .; Nakajima, H .; Furusho, H .; Miyasaka, M .; Shimoda, Y .; Wu, W.-Y .; Sugiura, M .; Takahashi, T .; Nakajima, M.
      Angew. Chem. Int. Ed.  2013,  52, 13798-13802.

  • Enantioselective Morita–Baylis–Hillman Reaction Catalyzed by a Chiral Phosphine oxide.
    Kotani, S .; Itoh, M .; Sugiura, M .; Ogasawara, M .; Nakajima, M.
      Tetrahedron Lett.  2013,  54, 6430-6433.

  • Enantioselective Aldol Reaction Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Sugiura, M .; Nakajima.
      Chem. Rec.  2013,  13, 362-370.

  • Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction.
    Shimoda, Y .; Kubo, T .; Sugiura, M .; Kotani, S .; Nakajima, M.
      Angew. Chem. Int. Ed.  2013,  52, 3461-3464.

  • Facile Synthesis of Chiral 1,2-Chlorohydrins via the Ring-opening of meso-Epoxides Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Furusho, H .; Tokuoka, E. Nakajima, M.
      Tetrahedron  2013,  69, 3075-3081.

  • Enantioselective Aldol Reactions Catalyzed by Chiral Lewis Bases.
    Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 4, pp 198-209.

  • Allylations of C–O and C–N Double Bonds and Related Reactions.
    Sugiura, M .; Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 6, pp 214-233.

  • C–X Bond Formation: Organocatalytic Enantioselective Halogenation of meso Epoxides.
    Kotani, S .; Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 6, pp 506-517.

  • Interaction between Two Sulfate-Conjugated Uremic Toxins, p-Cresyl Sulfate and Indoxyl Sulfate, during Binding with Human Serum Albumin.
    Watanabe, H .; Noguchi, T .; Miyamoto, Y .; Kadowaki. D .; Kotani, S .; Nakajima, M .; Miyamura, S .; Ishima, Y .; Otagiri, M .; Maruyama, T.
      Drug Metab. Dispos.  2012,  40, 1423-1428.

  • Efficient Preparation of 1,3-Diol derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.
    Ichibakase, T .; Nakajima, M.
      Synthesis  2012,  44, 3145-3151.

  • Enantioselective Reductive Aldol Reaction using Teriary Amine as Hydride Donor
    Kotani, S .; Osakama, K .: Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2012,  53, 4199-4201.

  • Synthesis of Aryl Group-modified DIOP Dioxides (Ar-DIOPOs) and Their Application as Modular Lewis Base Catalysts.
    Ohmaru, Y .; Sato, N .; Mizutani, M .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Org. Biomol. Chem.  2012,  10, 4562-4570.

  • Trichlorosilyl Triflate Mediated-Enantioselective Directed Cross-Aldol Reaction between Ketones using Chiral Phosphine Oxide as an Organocatalyst.
    Aoki, S .; Kotani, S .: Sugiura, M .; Nakajima, M.
      Chem. Commun.  2012,  48, 5524-5526.

  • Construction of Quaternary Carbon Centers by Base-catalyzed Enantioselective Aldol Reaction and Related Reaction of Trimethoxysilyl Enol Ethers.
    Ichibakase, T .; Kaneko, T .; Orito, Y .; Kotani, S .; Nakajima, M.
      Tetrahedron  2012,  68, 4210-4224.

  • Organic Anion Transporters Play an Important Role in the Uptake of p-Cresyl Sulfate, a Uremic Toxin, in the Kidney.
    Miyamoto, Y .; Watanabe, H .; Noguchi, T .; Kotani, S .; Nakajima, M .; Kadowaki, D .; Otagiri, M .; Maruyama, T.
      Nephrology Dialysis Transplantation  2011,  26, 2498-2502.

  • A Tertiary Amine as A Hydride Donor: Trichlorosilyl Triflate-mediated Conjugate Reduction of Unsaturated Ketones.
    Kotani, S .; Osakama, K .; Sugiura, M .; Nakajima, M.
      Org. Lett.  2011,  13, 3968-3971.

  • Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate.
    Ichibakase, T .; Nakatsu, M .; Nakajima, M.
      Molecules  2011,  52, 5008-5019.

  • Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide.
    Shimoda, Y .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Chem. Eur. J.  2011,  17, 7992-7995.

  • Trichlorosilyl Triflate for Enantioselective Direct-type Aldol Reaction with Chiral Phosphine Oxide.
    Kotani, S .; Aoki, S .; Sugiura, M .; Nakajima, M.
       Tetrahedron Lett.  2011,  52, 2834-2836.

  • Lithium Acetylides as Alkynylating Reagents for the Enantioselective Alkynylation of Ketones Catalyzed by Lithium Binaphtholate.
    Tanaka, K .; Kukita, K .; Ichibakase, T .; Kotani, S .; Nakajima, M.
       Chem Commun.  2011,  47, 5614-5616.

  • Direct Enantioselective Aldol-Tishchenko Reaction Catalyzed by Chiral Lithium Diphenylbinaphtholate.
    Ichibakase, T .; Nakajima, M.
      Org. Lett.  2011,  13, 1579-1581.

  • Synthesis of γ-Amino Alcohols from Aldehydes, Enamines, and Trichlorosilane using Lewis Base Catalysts.
    Kashiwagi, T .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron  2011,  67, 531-539.

  • Enantioselective Conjugate Addition of Boronic Acids to Enones Catalyzed by  O-Monoacyltartaric Acids.
    Sugiura, M .; Tokudomi, M .; Nakajima, M.Chem. Commun.
      2010,  46, 7799-7800.

  • Enantioselective Alkynylation of Carbonyl Compounds with Trimethoxysilylalkynes Catalyzed by Lithium Binaphtholate.
    Ueda, T .; Tanaka, K .; Ichibakase, T .; Orito, Y .; Nakajima, M.
      Tetrahedron  2010,  66, 7726-7731.

  • “Roofed” β-Iminodisulfides as New Chiral Ligands for Palladium-Catalyzed, Asymmetric Allylic Alkylation.
    Matsunaga, H .; Tokuda, R .; Nakajima, M .; Ishizuka, T.
      Chem. Pharm. Bull.  2010,  58, 1419-1421.

  • Development of a direct asymmetric aldol reaction catalyzed by an organic oxide compound.
    Makoto Nakajima, Chemical Industry,
      2010,  61, 662-666.

  • Development of Chiral Dinitrones as Modular Lewis Base Catalysts: Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes.
    Oh, YS; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron: Asymmetry  2010,  21, 1833-1835.

  • DMAP-catalyzed Cyanation of Aldehydes and Ketones with Ethyl Cyanoformate.
    Aoki, S .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2010,  51, 3547-3549.

  • Enantioselective Alkynylation of Ketones with Trimethoxysilylalkynes using Lithium Binaphtholate as a Catalyst.
    Tanaka, K .; Ueda, T .; Ichibakase, T .; Nakajima, M.
      Tetrahedron Lett.  2010,  51, 2168-2169.

  • Diastereo- and Enantioselective Reductive Aldol Reaction with Trichlorosilane Using Chiral Lewis Bases as Organocatalysts.
    Sugiura, M .; Sato, N .; Sonoda, Y .; Kotani, S .; Nakajima .; M.
      Chem. Asian J.  2010,  5, 478-481.

  • Aldol reaction to build quaternary asymmetric carbon.
    Makoto Nakajima, pp 248-249 "Usable! Organic Synthesis Reaction 241 Practical Guide" Keiji Maruoka, Kyoko Nozaki, Yasutaka Ishii, Junzo Odera, Kiyoshi Tomioka, Kagaku-Dojin, 2010.

  • Enone's asymmetric reducing aldol reaction.
    Masaharu Sugiura, Makoto Nakajima, pp 472-473 "Usable! Organic Synthesis Reaction 241 Practical Guide" Keiji Maruoka, Kyoko Nozaki, Yasutaka Ishii, Junzo Odera, Kiyoshi Tomioka, Kagaku-Dojin, 2010.

  • Novel Enantioselective Direct Aldol-type Reaction Promoted by Chiral Phosphine Oxide as an Organocatalyst.
    Kotani, S .; Shimoda, Y .; Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2009,  50, 4602-4605.

  • Enantioselective Aldol Reaction of Silyl Ketene Acetals Promoted by a Lewis Base-activated Lewis Acid Catalyst.
    Shimoda, Y .; Tando, T .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron: Asymmetry,  2009,  20, 1369-1370.

  • Asymmetric Synthesis of 4H-1,3-Oxazines: Enantioselective Reductive Cyclization of β-Amino Enones with Trichlorosilane Catalyzed by Chiral Lewis Bases.
    Sugiura, M .; Kumahara, M .; Nakajima, M.
      Chem. Commun.  2009, 3585-3587.

  • Base-catalyzed asymmetric synthesis reaction that activates chlorosilyl compounds. 
    Makoto Nakajima, pp131-136 "Frontier 21 Evolving Organic Catalyst" Supervised by Keiji Maruoka, Kagaku-Dojin, 2009.

  • A Chiral "Roofed" cis-Diamine-Ru (II) Complex: An Efficient Catalyst for Asymmetric Transfer Hydrogenation of Ketimines. 
    Matsunaga, H .; Nakanishi, K .; Nakajima, M .; Kunieda, T .; Ishizuka, T.
      Heterocycles,  2009,  78, 617-622.

  • Lewis Base-catalyzed Conjugate Reduction and Reductive Aldol Reaction of α, β-Unsaturated Ketones Using Trichlorosilane.
    Sugiura, M .; Sato, N .; Kotani, S .; Nakajima, M.
      Chem. Commun.  2008, 4309-4311.

  • Enantioselective Construction of Quaternary Asymmetric Carbon Centers Using an Aldol Reaction of Trimethoxysilyl Enol Ethers Catalyzed by Lithium Binaphtholate.
    Ichibakase, T .; Orito, Y .; Nakajima, M.
      Tetrahedron Lett.  2008,  49, 4427-4429.

  • First Asymmetric Abramov-type Phosphonylation of Aldehydes with Trialkyl Phosphites Catalyzed by Chiral Lewis Bases.
    Nakanishi, K .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron  2008,  64, 6415-6419.

  • Chiral Phosphine Oxide BINAPO as a Lewis Base Catalyst for Asymmetric Allylation and Aldol Reaction of Trichlorosilyl Compounds.
    Kotani, S .; Hashimoto, S .; Nakajima, M.
      Tetrahedron  2007,  63, 3122-3132.

  • Catalytic Enantioselective Tandem Carbonyl Ylide Formation / 1,3-Dipolar Cycloaddition Reactions of α-Diazo Ketones with Aromatic Aldehydes using Dirhodium (II) Tetrakis [N-benzene-fused-phthaloyl- (S) -valinate].
    Tsutsui, H .; Shimada, N .; Abe, T .; Anada, M .; Nakajima, M .; Nakamura, S .; Nambu, H .; Hashimoto, S.
      Adv. Synth. Catal.  2007,  349, 521-526.

  • Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by the Chiral Phosphine Oxide BINAPO.
    Kotani, S .; Hashimoto, S .; Nakajima, M.
      Synlett  2006, 1116-1118.

  • Lewis Base Catalyzed Asymmetric Reactions Involving Hypervalent Silicate Intermediates.
    Orito, Y .; Nakajima, M.
      Synthesis  2006, 1391-1401.

  • Chiral Base-Catalyzed Aldol Reaction of Trimethoxysilyl Enol Ethers: Effect of Water as an Additive on Stereoselectivities.
    Orito, Y .; Hashimoto, S .; Ishizuka, T .; Nakajima, M.
      Tetrahedron  2006,  62, 390-400. 

  • Asymmetric synthesis reaction catalyzed by N-oxide and phosphine oxide. 
    Makoto Nakajima pp59-70 "New Development of Organocatalysis" Masakatsu Shibasaki Supervision CMC Publishing, 2006.

  • Chiral Phosphine Oxide as a Catalyst for Enantioselective Allylation of Aldehydes with Allyltrichlorosilane.
    Nakajima, M .; Kotani, S .; Ishizuka, T .: Hashimoto, S.
      Tetrahedron Lett.  2005,  46, 157-159.

  • Sterically Congested'Roofed' 2-Thiazolines as New Chiral Ligands for Copper (II)-Catalyzed Asymmetric Diels-Alder Reactions.
    Yamakuchi, M .; Matsunaga, H .; Tokuda, R .; Ishizuka, T .; Nakajima, M .; Kunieda, T.
      Tetrahedron Lett.  2005,   46, 4019-4022. 

  • Asymmetric Ring Opening of  meso-Epoxides Catalyzed by the Chiral Phosphine Oxide BINAPO.
    Tokuoka, E .; Kotani, S .; Matsunaga, H .; Ishizuka, T .; Hashimoto, S .; Nakajima, M.
      Tetrahedron: Asymmetry2005,  16, 2391-2392.

  • Sterically Congested'Roofed' 2-Iminothioethers as New Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation.
    Tokuda, R .; Matsunaga, H .; Ishizuka, T .; Nakajima, M .; Kunieda, T.
      Heterocycles  2005,  66, 135-141.

  • Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by Chiral  N, N'-Dioxides and Monodentate  N-Oxides.
    Nakajima, M .; Yokota, T .; Saito, M .; Hashimoto, S.
      Tetrahedron Lett.  2004,  45, 61-64.

  • A New Dirhodium (II) Carboxamidate Complex as a Chiral Lewis Acid Catalyst for Enantioselective Hetero-Diels-Alder Reactions.
    Anada, M .; Washio, T .; Shimada, N .; Kitagaki, S .; Nakajima, M .; Shiro, M .; Hashimoto, S.
      Angew. Chem. Int. Ed.  2004,  43, 2665-2668.

  • The Enantioselective Aldol Reaction of Trimethoxysilyl Enol Ether Catalyzed by Lithium Binaphtholate.
    Nakajima, M .; Orito, Y .; Ishizuka, T .: Hashimoto, S.
      Org. Lett ..  2004,  6, 3763-3765.

  • An asymmetric organocatalyst that functions as a Lewis base.
    Makoto Nakajima, Chemistry and Chemicals,
      2004,  57, 720-723.

​Research achievements

​Publication

2019

  • Lewis Base-catalyzed Enantioselective Conjugate Reductions of β, β-Disubstituted α, β-Unsaturated Ketones with Trichlorosilane: E / Z Isomerization, Regioselectivity, and Synthetic Applications.
    Sugiura, M .; Ashikari, Y .; Takahashi, Y .; Yamaguchi, K .; Kotani, S .; Nakajima, M.
      J. Org. Chem.  2019,  84, 11458-11473.
     

  • Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
    Hashimoto, Y .; Michimuko, C .; Yamaguchi, K .; Nakajima, M .; Sugiura, M.
      J. Org. Chem.  2019,  84, 9313-9321.
     

  • Stereoselective Synthesis of 2-Fluoro-1,3-diols via Lithium Binaphtholate-catalyzed Aldol-Tishchenko Reaction.
    Asano, T .; Kotani, S .; Nakajima, M.
      Org. Lett  2019,  21, 4192-4196.
     

  • Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives.
    Sakamoto, M .; Kaneko, T .; Orito, Y .; Shimoda, Y .; Nakajima, M.
      Chem. Pharm. Bull.  2019,  67, 452-446.

2018

  • Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis.
    Kotani, S .; Yoshiwara, Y .; Ogasawara, M .; Sugiura, M .; Nakajima, M.
      Angew. Chem. Int. Ed.  2018,  57, 15877-15881.
     

  • Dramatic Enantioselectivity Reversal in the Propargylation of Aldehyde with Alkynyllithium Catalyzed by Dilithium Binaphtholate Derivatives.
    Nakajima, M .; Watanabe, R .; Osakama, K .; Sakamoto, M .; Takemoto, D. Kukita, K.
      Heterocycles  2018,  97, 708-711

2017

  • Development of asymmetric aldol reaction using phosphine oxide as an organomolecular catalyst.
    Makoto Nakajima,
      Chemical industry  2017,  68, 66-72.
     

  • Stereoselective Synthesis of Nitrogen-containing Compounds from Enamines.
    Sugiura, M .; Kashiwagi, T .; Ito, M .; Kotani, S .; Nakajima, M.
      J. Org. Chem.  2017,  82, 10968-10979.
     

  • Asymmetric Aldol / Vinylogous Aldol / Cyclization Reaction Using Phosphine Oxide Catalysts.
    Alim, NR; Miyazaki, S .; Shimoda, Y .; Sugiura, M .; Nakajima, M. Kotani, S. Chem. Pharm. Bull.
      2017,  65, 989-993.
     

  • Chiral Lithium Binaphtholate for Enantioselective Amination of Acyclic α-Alkyl-β-keto Esters: Application to the Total Synthesis of L-Carbidopa.
    Asano, T .; Moritani, M .; Nakajima. M .; Kotani, S.
      Tetrahedron  2017,  73, 5975-5982.
     

  • Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads.
    Kotani, S .; Kai, K .; Sugiura, M .; Nakajima, M.
      Org. Lett.  2017,  19, 3672-3675.
     

  • Enantioselective Chlorinative Aldol Reaction of α-Substituted Acroleins Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Hanamure, T .; Nozaki, H .; Sugiura, M .; Nakajima, M.
      Tetrahedron Asymmetry  2017,  28, 282-287.

2016

  • Enantioselective Michael Addition of a Malonate Ester to a Maleate Ester Catalyzed by Lithium Binaphtholate.
    Sakamoto, M .; Kaneko, T .; Orito, Y .; Nakajima, M.
      Synlett  2016,  27, 2477-2780.
     

  • Enantioselective Amination of Acyclic α-Alkylated β-Keto Esters Catalyzed by Chiral Lithium Binaphtholate.
    Kotani, S .; Asano, T .; Moritani, M .; Nakajima, M.
      Tetrahedron Lett.  2016,  57, 4217-4219.
     

  • Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones.
    Osakama, K .; Nakajima, M.
      Org. Lett.  2016,  18, 236-239.
     

  • Stereoselective Synthesis of Highly Functionalized 2,3-Dihydro-4-pyranones Using Phosphine Oxide as Catalyst.
    Kotani, S .; Miyazaki, S .; Kawahara, K .; Shimoda, Y .; Sugiura, M .; Nakajima, M.
      Chem. Pharm. Bull.  2016,  64, 189-192.
     

  • Concise Asymmetric Construction of C2-Symmetric 1,9-Diarylnonanoids Using Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
    Kotani, S., Kai, K., Shimoda, Y., Hu, H., Gao, S., Sugiura, M., Ogasawara, M. & Nakajima, M.Chem. Asian J.2016,
      11, 376-379.
     

  • Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy by Inducing the Oxidative Stress-mediated Expression of Myostatin and Atrogin-1.
    Enoki, Y .; Watanabe H .; Arake, R .; Sugimoto, R .; Imafuku, T .; Tominaga, Y .; Ishima, Y .; Kotani, S .; Nakajima, M .; Tanaka, M .; Matsushita , K .; Fukagawa, M .; Otagiri, M .; Maruyama, T.
      Sci. Rep.  2016,  6, 32084.

2015

  • Tertiary Amine as a Nucleophile Carrier: α-Aminonitrile in the Cyanation of Acetals and Orthoesters.
    Kotani, S .; Sakamoto, M .; Osakama, K .; Nakajima, M.
      Eur. J. Org. Chem.  2015,  30, 6606-6609.
     

  • One-pot Synthesis of β, β-Disubstituted α, β-Unsaturated Carbonyl Compounds using Sequential Ti-Aldol Addition to Ketones and Elimination.
    Sugiura, M .; Ashigari, Y .; Nakajima, M.
      J. Org. Chem.  2015,  80, 8830-8835.
     

  • Nitration of Indoxyl Sulfate Facilitates Its Cytotoxicity in Human Renal Proximal Tubular Cells via Expression of Heme Oxygenase-1.
    Ishima, Y .; Narisoko, T .; Kragh-Hansen, U .; Kotani, S .; Nakajima, M .; Otagiri, M .; Maruyama, T.
      Biochemi. Biophys. Res. Commun.  2015,  465, 481-487
     

  • Conjugate Addition of Diboron Catalyzed by O-Monoacyltartaric Acid.
    Sugiura, M .; Ishikawa, W .; Kuboyama, Y .; Nakajima, M.
      Synthesis  2015,  47, 2265-2269.
     

  • Chiral Lithium Binaphtholate for Enantioselective Michael Addition of Acyclic α-Alkyl-β-keto Esters to Vinyl Ketones.
    Kotani, S .; Moritani, M .; Nakajima, M.
      Asian J. Org. Chem.  2015,  4, 616-618.

-2014

  • Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
    Kotani, S .; Aoki, S .; Sugiura, M .; Ogasawara, M .; Nakajima, M.
      Org. Lett.  2014,  16, 4802-4805.

  • O-Monoacyltartaric Acid-Catalyzed Enantioselective Conjugate Addition of a Boronic Acid to Dienones: Application to the Synthesis of Optically Active Cyclopentenones.
    Sugiura, M .; Kinoshita, R .; Nakajima, M.
      Org. Lett.  2014,  16, 5172-5175.

  • Human Organic Anion Transporters Function as a High-capacity Transporter for p-Cresyl Sulfate, a Uremic Toxin.
    Watanabe, H .; Sakaguchi, Y .; Sugimoto, R .; Kaneko, K .; Iwata, H .; Kotani, S .; Nakajima, M .; Ishima, Y .; Otagiri, M .; Maruyama, T.
      Clinical and Experimental Nephrology  2014,  18, 814-820.

  • Imino Ene-type Reaction of Enamines with N-Sulfonylimines and Application to Diastereoselective Synthesis of 1,3-Diamines.
    Itoh, M .; Kotani, S .; Nakajima, M .; Sugiura, M.
      Tetrahedron Lett.  2014,  55, 4082-4085.

  • Lithium Binaphtholate-catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds.
    Kotani, S .; Kukita, K .; Tanaka, K .; Ichibakase, T .; Nakajima, M.
      J. Org. Chem.  2014,  79, 4809-4816.

  • Diastereoselective Synthesis of 1,3-Diamines by a Domino Reaction of Imines, Enamines, and Trichlorosilane.
    Kashiwagi, T .; Kotani, S .; Nakajima, M .; Sugiura, M.
      Tetrahedron Lett.  2014,  55, 1924-1926.

  • Enantioselective Double Aldol Reactions Involving the Sequential Activation of Silicon Tetrachloride by Chiral Phosphine Oxides.
    Kotani, S .; Sugiura, M .; Nakajima, M.
      Synlett  2014,  25, 631-640.

  • Skeleton construction utilizing continuous aldol reaction-Development to stereoselective polyol synthesis-.
    Shunsuke Kotani, Masaharu Sugiura, Makoto Nakajima
      Chemistry  2013,  68, 64-65.

  • Atropisomeric Chiral Diene in Asymmetric Catalysis: C2-Symmetric (Z, Z) -2, 3-Bis [1- (diphenylphosphinyl) ethylidene] tetralin as Highly Active Lewis Base Organocatalyst.
    Ogasawara, M .; Kotani, S .; Nakajima, H .; Furusho, H .; Miyasaka, M .; Shimoda, Y .; Wu, W.-Y .; Sugiura, M .; Takahashi, T .; Nakajima, M.
      Angew. Chem. Int. Ed.  2013,  52, 13798-13802.

  • Enantioselective Morita–Baylis–Hillman Reaction Catalyzed by a Chiral Phosphine oxide.
    Kotani, S .; Itoh, M .; Sugiura, M .; Ogasawara, M .; Nakajima, M.
      Tetrahedron Lett.  2013,  54, 6430-6433.

  • Enantioselective Aldol Reaction Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Sugiura, M .; Nakajima.
      Chem. Rec.  2013,  13, 362-370.

  • Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction.
    Shimoda, Y .; Kubo, T .; Sugiura, M .; Kotani, S .; Nakajima, M.
      Angew. Chem. Int. Ed.  2013,  52, 3461-3464.

  • Facile Synthesis of Chiral 1,2-Chlorohydrins via the Ring-opening of meso-Epoxides Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Furusho, H .; Tokuoka, E. Nakajima, M.
      Tetrahedron  2013,  69, 3075-3081.

  • Enantioselective Aldol Reactions Catalyzed by Chiral Lewis Bases.
    Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 4, pp 198-209.

  • Allylations of C–O and C–N Double Bonds and Related Reactions.
    Sugiura, M .; Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 6, pp 214-233.

  • C–X Bond Formation: Organocatalytic Enantioselective Halogenation of meso Epoxides.
    Kotani, S .; Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 6, pp 506-517.

  • Interaction between Two Sulfate-Conjugated Uremic Toxins, p-Cresyl Sulfate and Indoxyl Sulfate, during Binding with Human Serum Albumin.
    Watanabe, H .; Noguchi, T .; Miyamoto, Y .; Kadowaki. D .; Kotani, S .; Nakajima, M .; Miyamura, S .; Ishima, Y .; Otagiri, M .; Maruyama, T.
      Drug Metab. Dispos.  2012,  40, 1423-1428.

  • Efficient Preparation of 1,3-Diol derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.
    Ichibakase, T .; Nakajima, M.
      Synthesis  2012,  44, 3145-3151.

  • Enantioselective Reductive Aldol Reaction using Teriary Amine as Hydride Donor
    Kotani, S .; Osakama, K .: Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2012,  53, 4199-4201.

  • Synthesis of Aryl Group-modified DIOP Dioxides (Ar-DIOPOs) and Their Application as Modular Lewis Base Catalysts.
    Ohmaru, Y .; Sato, N .; Mizutani, M .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Org. Biomol. Chem.  2012,  10, 4562-4570.

  • Trichlorosilyl Triflate Mediated-Enantioselective Directed Cross-Aldol Reaction between Ketones using Chiral Phosphine Oxide as an Organocatalyst.
    Aoki, S .; Kotani, S .: Sugiura, M .; Nakajima, M.
      Chem. Commun.  2012,  48, 5524-5526.

  • Construction of Quaternary Carbon Centers by Base-catalyzed Enantioselective Aldol Reaction and Related Reaction of Trimethoxysilyl Enol Ethers.
    Ichibakase, T .; Kaneko, T .; Orito, Y .; Kotani, S .; Nakajima, M.
      Tetrahedron  2012,  68, 4210-4224.

  • Organic Anion Transporters Play an Important Role in the Uptake of p-Cresyl Sulfate, a Uremic Toxin, in the Kidney.
    Miyamoto, Y .; Watanabe, H .; Noguchi, T .; Kotani, S .; Nakajima, M .; Kadowaki, D .; Otagiri, M .; Maruyama, T.
      Nephrology Dialysis Transplantation  2011,  26, 2498-2502.

  • A Tertiary Amine as A Hydride Donor: Trichlorosilyl Triflate-mediated Conjugate Reduction of Unsaturated Ketones.
    Kotani, S .; Osakama, K .; Sugiura, M .; Nakajima, M.
      Org. Lett.  2011,  13, 3968-3971.

  • Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate.
    Ichibakase, T .; Nakatsu, M .; Nakajima, M.
      Molecules  2011,  52, 5008-5019.

  • Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide.
    Shimoda, Y .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Chem. Eur. J.  2011,  17, 7992-7995.

  • Trichlorosilyl Triflate for Enantioselective Direct-type Aldol Reaction with Chiral Phosphine Oxide.
    Kotani, S .; Aoki, S .; Sugiura, M .; Nakajima, M.
       Tetrahedron Lett.  2011,  52, 2834-2836.

  • Lithium Acetylides as Alkynylating Reagents for the Enantioselective Alkynylation of Ketones Catalyzed by Lithium Binaphtholate.
    Tanaka, K .; Kukita, K .; Ichibakase, T .; Kotani, S .; Nakajima, M.
       Chem Commun.  2011,  47, 5614-5616.

  • Direct Enantioselective Aldol-Tishchenko Reaction Catalyzed by Chiral Lithium Diphenylbinaphtholate.
    Ichibakase, T .; Nakajima, M.
      Org. Lett.  2011,  13, 1579-1581.

  • Synthesis of γ-Amino Alcohols from Aldehydes, Enamines, and Trichlorosilane using Lewis Base Catalysts.
    Kashiwagi, T .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron  2011,  67, 531-539.

  • Enantioselective Conjugate Addition of Boronic Acids to Enones Catalyzed by  O-Monoacyltartaric Acids.
    Sugiura, M .; Tokudomi, M .; Nakajima, M.Chem. Commun.
      2010,  46, 7799-7800.

  • Enantioselective Alkynylation of Carbonyl Compounds with Trimethoxysilylalkynes Catalyzed by Lithium Binaphtholate.
    Ueda, T .; Tanaka, K .; Ichibakase, T .; Orito, Y .; Nakajima, M.
      Tetrahedron  2010,  66, 7726-7731.

  • “Roofed” β-Iminodisulfides as New Chiral Ligands for Palladium-Catalyzed, Asymmetric Allylic Alkylation.
    Matsunaga, H .; Tokuda, R .; Nakajima, M .; Ishizuka, T.
      Chem. Pharm. Bull.  2010,  58, 1419-1421.

  • Development of a direct asymmetric aldol reaction catalyzed by an organic oxide compound.
    Makoto Nakajima, Chemical Industry,
      2010,  61, 662-666.

  • Development of Chiral Dinitrones as Modular Lewis Base Catalysts: Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes.
    Oh, YS; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron: Asymmetry  2010,  21, 1833-1835.

  • DMAP-catalyzed Cyanation of Aldehydes and Ketones with Ethyl Cyanoformate.
    Aoki, S .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2010,  51, 3547-3549.

  • Enantioselective Alkynylation of Ketones with Trimethoxysilylalkynes using Lithium Binaphtholate as a Catalyst.
    Tanaka, K .; Ueda, T .; Ichibakase, T .; Nakajima, M.
      Tetrahedron Lett.  2010,  51, 2168-2169.

  • Diastereo- and Enantioselective Reductive Aldol Reaction with Trichlorosilane Using Chiral Lewis Bases as Organocatalysts.
    Sugiura, M .; Sato, N .; Sonoda, Y .; Kotani, S .; Nakajima .; M.
      Chem. Asian J.  2010,  5, 478-481.

  • Aldol reaction to build quaternary asymmetric carbon.
    Makoto Nakajima, pp 248-249 "Usable! Organic Synthesis Reaction 241 Practical Guide" Keiji Maruoka, Kyoko Nozaki, Yasutaka Ishii, Junzo Odera, Kiyoshi Tomioka, Kagaku-Dojin, 2010.

  • Enone's asymmetric reducing aldol reaction.
    Masaharu Sugiura, Makoto Nakajima, pp 472-473 "Usable! Organic Synthesis Reaction 241 Practical Guide" Keiji Maruoka, Kyoko Nozaki, Yasutaka Ishii, Junzo Odera, Kiyoshi Tomioka, Kagaku-Dojin, 2010.

  • Novel Enantioselective Direct Aldol-type Reaction Promoted by Chiral Phosphine Oxide as an Organocatalyst.
    Kotani, S .; Shimoda, Y .; Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2009,  50, 4602-4605.

  • Enantioselective Aldol Reaction of Silyl Ketene Acetals Promoted by a Lewis Base-activated Lewis Acid Catalyst.
    Shimoda, Y .; Tando, T .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron: Asymmetry,  2009,  20, 1369-1370.

  • Asymmetric Synthesis of 4H-1,3-Oxazines: Enantioselective Reductive Cyclization of β-Amino Enones with Trichlorosilane Catalyzed by Chiral Lewis Bases.
    Sugiura, M .; Kumahara, M .; Nakajima, M.
      Chem. Commun.  2009, 3585-3587.

  • Base-catalyzed asymmetric synthesis reaction that activates chlorosilyl compounds. 
    Makoto Nakajima, pp131-136 "Frontier 21 Evolving Organic Catalyst" Supervised by Keiji Maruoka, Kagaku-Dojin, 2009.

  • A Chiral "Roofed" cis-Diamine-Ru (II) Complex: An Efficient Catalyst for Asymmetric Transfer Hydrogenation of Ketimines. 
    Matsunaga, H .; Nakanishi, K .; Nakajima, M .; Kunieda, T .; Ishizuka, T.
      Heterocycles,  2009,  78, 617-622.

  • Lewis Base-catalyzed Conjugate Reduction and Reductive Aldol Reaction of α, β-Unsaturated Ketones Using Trichlorosilane.
    Sugiura, M .; Sato, N .; Kotani, S .; Nakajima, M.
      Chem. Commun.  2008, 4309-4311.

  • Enantioselective Construction of Quaternary Asymmetric Carbon Centers Using an Aldol Reaction of Trimethoxysilyl Enol Ethers Catalyzed by Lithium Binaphtholate.
    Ichibakase, T .; Orito, Y .; Nakajima, M.
      Tetrahedron Lett.  2008,  49, 4427-4429.

  • First Asymmetric Abramov-type Phosphonylation of Aldehydes with Trialkyl Phosphites Catalyzed by Chiral Lewis Bases.
    Nakanishi, K .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron  2008,  64, 6415-6419.

  • Chiral Phosphine Oxide BINAPO as a Lewis Base Catalyst for Asymmetric Allylation and Aldol Reaction of Trichlorosilyl Compounds.
    Kotani, S .; Hashimoto, S .; Nakajima, M.
      Tetrahedron  2007,  63, 3122-3132.

  • Catalytic Enantioselective Tandem Carbonyl Ylide Formation / 1,3-Dipolar Cycloaddition Reactions of α-Diazo Ketones with Aromatic Aldehydes using Dirhodium (II) Tetrakis [N-benzene-fused-phthaloyl- (S) -valinate].
    Tsutsui, H .; Shimada, N .; Abe, T .; Anada, M .; Nakajima, M .; Nakamura, S .; Nambu, H .; Hashimoto, S.
      Adv. Synth. Catal.  2007,  349, 521-526.

  • Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by the Chiral Phosphine Oxide BINAPO.
    Kotani, S .; Hashimoto, S .; Nakajima, M.
      Synlett  2006, 1116-1118.

  • Lewis Base Catalyzed Asymmetric Reactions Involving Hypervalent Silicate Intermediates.
    Orito, Y .; Nakajima, M.
      Synthesis  2006, 1391-1401.

  • Chiral Base-Catalyzed Aldol Reaction of Trimethoxysilyl Enol Ethers: Effect of Water as an Additive on Stereoselectivities.
    Orito, Y .; Hashimoto, S .; Ishizuka, T .; Nakajima, M.
      Tetrahedron  2006,  62, 390-400. 

  • Asymmetric synthesis reaction catalyzed by N-oxide and phosphine oxide. 
    Makoto Nakajima pp59-70 "New Development of Organocatalysis" Masakatsu Shibasaki Supervision CMC Publishing, 2006.

  • Chiral Phosphine Oxide as a Catalyst for Enantioselective Allylation of Aldehydes with Allyltrichlorosilane.
    Nakajima, M .; Kotani, S .; Ishizuka, T .: Hashimoto, S.
      Tetrahedron Lett.  2005,  46, 157-159.

  • Sterically Congested'Roofed' 2-Thiazolines as New Chiral Ligands for Copper (II)-Catalyzed Asymmetric Diels-Alder Reactions.
    Yamakuchi, M .; Matsunaga, H .; Tokuda, R .; Ishizuka, T .; Nakajima, M .; Kunieda, T.
      Tetrahedron Lett.  2005,   46, 4019-4022. 

  • Asymmetric Ring Opening of  meso-Epoxides Catalyzed by the Chiral Phosphine Oxide BINAPO.
    Tokuoka, E .; Kotani, S .; Matsunaga, H .; Ishizuka, T .; Hashimoto, S .; Nakajima, M.
      Tetrahedron: Asymmetry2005,  16, 2391-2392.

  • Sterically Congested'Roofed' 2-Iminothioethers as New Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation.
    Tokuda, R .; Matsunaga, H .; Ishizuka, T .; Nakajima, M .; Kunieda, T.
      Heterocycles  2005,  66, 135-141.

  • Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by Chiral  N, N'-Dioxides and Monodentate  N-Oxides.
    Nakajima, M .; Yokota, T .; Saito, M .; Hashimoto, S.
      Tetrahedron Lett.  2004,  45, 61-64.

  • A New Dirhodium (II) Carboxamidate Complex as a Chiral Lewis Acid Catalyst for Enantioselective Hetero-Diels-Alder Reactions.
    Anada, M .; Washio, T .; Shimada, N .; Kitagaki, S .; Nakajima, M .; Shiro, M .; Hashimoto, S.
      Angew. Chem. Int. Ed.  2004,  43, 2665-2668.

  • The Enantioselective Aldol Reaction of Trimethoxysilyl Enol Ether Catalyzed by Lithium Binaphtholate.
    Nakajima, M .; Orito, Y .; Ishizuka, T .: Hashimoto, S.
      Org. Lett ..  2004,  6, 3763-3765.

  • An asymmetric organocatalyst that functions as a Lewis base.
    Makoto Nakajima, Chemistry and Chemicals,
      2004,  57, 720-723.

研究業績: リスト

​Research achievements

​Publication

2021

2020

​​

2019

  • Lewis Base-catalyzed Enantioselective Conjugate Reductions of β, β-Disubstituted α, β-Unsaturated Ketones with Trichlorosilane: E / Z Isomerization, Regioselectivity, and Synthetic Applications.
    Sugiura, M .; Ashikari, Y .; Takahashi, Y .; Yamaguchi, K .; Kotani, S .; Nakajima, M.
      J. Org. Chem.  2019,  84, 11458-11473.
     

  • Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts.
    Hashimoto, Y .; Michimuko, C .; Yamaguchi, K .; Nakajima, M .; Sugiura, M.
      J. Org. Chem.  2019,  84, 9313-9321.
     

  • Stereoselective Synthesis of 2-Fluoro-1,3-diols via Lithium Binaphtholate-catalyzed Aldol-Tishchenko Reaction.
    Asano, T .; Kotani, S .; Nakajima, M.
      Org. Lett  2019,  21, 4192-4196.
     

  • Lithium Binaphtholate-Catalyzed Michael Reaction of Malonates with Maleates and Its Application to the Enantioselective Synthesis of Tricarboxylic Acid Derivatives.
    Sakamoto, M .; Kaneko, T .; Orito, Y .; Shimoda, Y .; Nakajima, M.
      Chem. Pharm. Bull.  2019,  67, 452-446.

2018

  • Catalytic Enantioselective Aldol Reactions of Unprotected Carboxylic Acids under Phosphine Oxide Catalysis.
    Kotani, S .; Yoshiwara, Y .; Ogasawara, M .; Sugiura, M .; Nakajima, M.
      Angew. Chem. Int. Ed.  2018,  57, 15877-15881.
     

  • Dramatic Enantioselectivity Reversal in the Propargylation of Aldehyde with Alkynyllithium Catalyzed by Dilithium Binaphtholate Derivatives.
    Nakajima, M .; Watanabe, R .; Osakama, K .; Sakamoto, M .; Takemoto, D. Kukita, K.
      Heterocycles  2018,  97, 708-711

2017

  • Development of asymmetric aldol reaction using phosphine oxide as an organomolecular catalyst.
    Makoto Nakajima,
      Chemical industry  2017,  68, 66-72.
     

  • Stereoselective Synthesis of Nitrogen-containing Compounds from Enamines.
    Sugiura, M .; Kashiwagi, T .; Ito, M .; Kotani, S .; Nakajima, M.
      J. Org. Chem.  2017,  82, 10968-10979.
     

  • Asymmetric Aldol / Vinylogous Aldol / Cyclization Reaction Using Phosphine Oxide Catalysts.
    Alim, NR; Miyazaki, S .; Shimoda, Y .; Sugiura, M .; Nakajima, M. Kotani, S. Chem. Pharm. Bull.
      2017,  65, 989-993.
     

  • Chiral Lithium Binaphtholate for Enantioselective Amination of Acyclic α-Alkyl-β-keto Esters: Application to the Total Synthesis of L-Carbidopa.
    Asano, T .; Moritani, M .; Nakajima. M .; Kotani, S.
      Tetrahedron  2017,  73, 5975-5982.
     

  • Sequential Catalysis of Phosphine Oxide for Stereoselective Synthesis of Stereopentads.
    Kotani, S .; Kai, K .; Sugiura, M .; Nakajima, M.
      Org. Lett.  2017,  19, 3672-3675.
     

  • Enantioselective Chlorinative Aldol Reaction of α-Substituted Acroleins Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Hanamure, T .; Nozaki, H .; Sugiura, M .; Nakajima, M.
      Tetrahedron Asymmetry  2017,  28, 282-287.

2016

  • Enantioselective Michael Addition of a Malonate Ester to a Maleate Ester Catalyzed by Lithium Binaphtholate.
    Sakamoto, M .; Kaneko, T .; Orito, Y .; Nakajima, M.
      Synlett  2016,  27, 2477-2780.
     

  • Enantioselective Amination of Acyclic α-Alkylated β-Keto Esters Catalyzed by Chiral Lithium Binaphtholate.
    Kotani, S .; Asano, T .; Moritani, M .; Nakajima, M.
      Tetrahedron Lett.  2016,  57, 4217-4219.
     

  • Asymmetric Direct 1,2-Addition of Aryl Grignard Reagents to Aryl Alkyl Ketones.
    Osakama, K .; Nakajima, M.
      Org. Lett.  2016,  18, 236-239.
     

  • Stereoselective Synthesis of Highly Functionalized 2,3-Dihydro-4-pyranones Using Phosphine Oxide as Catalyst.
    Kotani, S .; Miyazaki, S .; Kawahara, K .; Shimoda, Y .; Sugiura, M .; Nakajima, M.
      Chem. Pharm. Bull.  2016,  64, 189-192.
     

  • Concise Asymmetric Construction of C2-Symmetric 1,9-Diarylnonanoids Using Hypervalent Silicon Complex: Total Synthesis of (-)-Ericanone.
    Kotani, S., Kai, K., Shimoda, Y., Hu, H., Gao, S., Sugiura, M., Ogasawara, M. & Nakajima, M.Chem. Asian J.2016,
      11, 376-379.
     

  • Indoxyl Sulfate Potentiates Skeletal Muscle Atrophy by Inducing the Oxidative Stress-mediated Expression of Myostatin and Atrogin-1.
    Enoki, Y .; Watanabe H .; Arake, R .; Sugimoto, R .; Imafuku, T .; Tominaga, Y .; Ishima, Y .; Kotani, S .; Nakajima, M .; Tanaka, M .; Matsushita , K .; Fukagawa, M .; Otagiri, M .; Maruyama, T.
      Sci. Rep.  2016,  6, 32084.

2015

  • Tertiary Amine as a Nucleophile Carrier: α-Aminonitrile in the Cyanation of Acetals and Orthoesters.
    Kotani, S .; Sakamoto, M .; Osakama, K .; Nakajima, M.
      Eur. J. Org. Chem.  2015,  30, 6606-6609.
     

  • One-pot Synthesis of β, β-Disubstituted α, β-Unsaturated Carbonyl Compounds using Sequential Ti-Aldol Addition to Ketones and Elimination.
    Sugiura, M .; Ashigari, Y .; Nakajima, M.
      J. Org. Chem.  2015,  80, 8830-8835.
     

  • Nitration of Indoxyl Sulfate Facilitates Its Cytotoxicity in Human Renal Proximal Tubular Cells via Expression of Heme Oxygenase-1.
    Ishima, Y .; Narisoko, T .; Kragh-Hansen, U .; Kotani, S .; Nakajima, M .; Otagiri, M .; Maruyama, T.
      Biochemi. Biophys. Res. Commun.  2015,  465, 481-487
     

  • Conjugate Addition of Diboron Catalyzed by O-Monoacyltartaric Acid.
    Sugiura, M .; Ishikawa, W .; Kuboyama, Y .; Nakajima, M.
      Synthesis  2015,  47, 2265-2269.
     

  • Chiral Lithium Binaphtholate for Enantioselective Michael Addition of Acyclic α-Alkyl-β-keto Esters to Vinyl Ketones.
    Kotani, S .; Moritani, M .; Nakajima, M.
      Asian J. Org. Chem.  2015,  4, 616-618.

-2014

  • Phosphine Oxide-Catalyzed Enantioselective Intramolecular Aldol Reaction via Regioselective Enolization of Unsymmetrical Diketones with Tetrachlorosilane.
    Kotani, S .; Aoki, S .; Sugiura, M .; Ogasawara, M .; Nakajima, M.
      Org. Lett.  2014,  16, 4802-4805.

  • O-Monoacyltartaric Acid-Catalyzed Enantioselective Conjugate Addition of a Boronic Acid to Dienones: Application to the Synthesis of Optically Active Cyclopentenones.
    Sugiura, M .; Kinoshita, R .; Nakajima, M.
      Org. Lett.  2014,  16, 5172-5175.

  • Human Organic Anion Transporters Function as a High-capacity Transporter for p-Cresyl Sulfate, a Uremic Toxin.
    Watanabe, H .; Sakaguchi, Y .; Sugimoto, R .; Kaneko, K .; Iwata, H .; Kotani, S .; Nakajima, M .; Ishima, Y .; Otagiri, M .; Maruyama, T.
      Clinical and Experimental Nephrology  2014,  18, 814-820.

  • Imino Ene-type Reaction of Enamines with N-Sulfonylimines and Application to Diastereoselective Synthesis of 1,3-Diamines.
    Itoh, M .; Kotani, S .; Nakajima, M .; Sugiura, M.
      Tetrahedron Lett.  2014,  55, 4082-4085.

  • Lithium Binaphtholate-catalyzed Asymmetric Addition of Lithium Acetylides to Carbonyl Compounds.
    Kotani, S .; Kukita, K .; Tanaka, K .; Ichibakase, T .; Nakajima, M.
      J. Org. Chem.  2014,  79, 4809-4816.

  • Diastereoselective Synthesis of 1,3-Diamines by a Domino Reaction of Imines, Enamines, and Trichlorosilane.
    Kashiwagi, T .; Kotani, S .; Nakajima, M .; Sugiura, M.
      Tetrahedron Lett.  2014,  55, 1924-1926.

  • Enantioselective Double Aldol Reactions Involving the Sequential Activation of Silicon Tetrachloride by Chiral Phosphine Oxides.
    Kotani, S .; Sugiura, M .; Nakajima, M.
      Synlett  2014,  25, 631-640.

  • Skeleton construction utilizing continuous aldol reaction-Development to stereoselective polyol synthesis-.
    Shunsuke Kotani, Masaharu Sugiura, Makoto Nakajima
      Chemistry  2013,  68, 64-65.

  • Atropisomeric Chiral Diene in Asymmetric Catalysis: C2-Symmetric (Z, Z) -2, 3-Bis [1- (diphenylphosphinyl) ethylidene] tetralin as Highly Active Lewis Base Organocatalyst.
    Ogasawara, M .; Kotani, S .; Nakajima, H .; Furusho, H .; Miyasaka, M .; Shimoda, Y .; Wu, W.-Y .; Sugiura, M .; Takahashi, T .; Nakajima, M.
      Angew. Chem. Int. Ed.  2013,  52, 13798-13802.

  • Enantioselective Morita–Baylis–Hillman Reaction Catalyzed by a Chiral Phosphine oxide.
    Kotani, S .; Itoh, M .; Sugiura, M .; Ogasawara, M .; Nakajima, M.
      Tetrahedron Lett.  2013,  54, 6430-6433.

  • Enantioselective Aldol Reaction Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Sugiura, M .; Nakajima.
      Chem. Rec.  2013,  13, 362-370.

  • Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction.
    Shimoda, Y .; Kubo, T .; Sugiura, M .; Kotani, S .; Nakajima, M.
      Angew. Chem. Int. Ed.  2013,  52, 3461-3464.

  • Facile Synthesis of Chiral 1,2-Chlorohydrins via the Ring-opening of meso-Epoxides Catalyzed by Chiral Phosphine Oxides.
    Kotani, S .; Furusho, H .; Tokuoka, E. Nakajima, M.
      Tetrahedron  2013,  69, 3075-3081.

  • Enantioselective Aldol Reactions Catalyzed by Chiral Lewis Bases.
    Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 4, pp 198-209.

  • Allylations of C–O and C–N Double Bonds and Related Reactions.
    Sugiura, M .; Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 6, pp 214-233.

  • C–X Bond Formation: Organocatalytic Enantioselective Halogenation of meso Epoxides.
    Kotani, S .; Nakajima, M. in
      “Comprehensive Chirality”  Carreira, EM; Yamamoto, H. Eds, Elsevier,  2012, Vol. 6, pp 506-517.

  • Interaction between Two Sulfate-Conjugated Uremic Toxins, p-Cresyl Sulfate and Indoxyl Sulfate, during Binding with Human Serum Albumin.
    Watanabe, H .; Noguchi, T .; Miyamoto, Y .; Kadowaki. D .; Kotani, S .; Nakajima, M .; Miyamura, S .; Ishima, Y .; Otagiri, M .; Maruyama, T.
      Drug Metab. Dispos.  2012,  40, 1423-1428.

  • Efficient Preparation of 1,3-Diol derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.
    Ichibakase, T .; Nakajima, M.
      Synthesis  2012,  44, 3145-3151.

  • Enantioselective Reductive Aldol Reaction using Teriary Amine as Hydride Donor
    Kotani, S .; Osakama, K .: Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2012,  53, 4199-4201.

  • Synthesis of Aryl Group-modified DIOP Dioxides (Ar-DIOPOs) and Their Application as Modular Lewis Base Catalysts.
    Ohmaru, Y .; Sato, N .; Mizutani, M .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Org. Biomol. Chem.  2012,  10, 4562-4570.

  • Trichlorosilyl Triflate Mediated-Enantioselective Directed Cross-Aldol Reaction between Ketones using Chiral Phosphine Oxide as an Organocatalyst.
    Aoki, S .; Kotani, S .: Sugiura, M .; Nakajima, M.
      Chem. Commun.  2012,  48, 5524-5526.

  • Construction of Quaternary Carbon Centers by Base-catalyzed Enantioselective Aldol Reaction and Related Reaction of Trimethoxysilyl Enol Ethers.
    Ichibakase, T .; Kaneko, T .; Orito, Y .; Kotani, S .; Nakajima, M.
      Tetrahedron  2012,  68, 4210-4224.

  • Organic Anion Transporters Play an Important Role in the Uptake of p-Cresyl Sulfate, a Uremic Toxin, in the Kidney.
    Miyamoto, Y .; Watanabe, H .; Noguchi, T .; Kotani, S .; Nakajima, M .; Kadowaki, D .; Otagiri, M .; Maruyama, T.
      Nephrology Dialysis Transplantation  2011,  26, 2498-2502.

  • A Tertiary Amine as A Hydride Donor: Trichlorosilyl Triflate-mediated Conjugate Reduction of Unsaturated Ketones.
    Kotani, S .; Osakama, K .; Sugiura, M .; Nakajima, M.
      Org. Lett.  2011,  13, 3968-3971.

  • Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate.
    Ichibakase, T .; Nakatsu, M .; Nakajima, M.
      Molecules  2011,  52, 5008-5019.

  • Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide.
    Shimoda, Y .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Chem. Eur. J.  2011,  17, 7992-7995.

  • Trichlorosilyl Triflate for Enantioselective Direct-type Aldol Reaction with Chiral Phosphine Oxide.
    Kotani, S .; Aoki, S .; Sugiura, M .; Nakajima, M.
       Tetrahedron Lett.  2011,  52, 2834-2836.

  • Lithium Acetylides as Alkynylating Reagents for the Enantioselective Alkynylation of Ketones Catalyzed by Lithium Binaphtholate.
    Tanaka, K .; Kukita, K .; Ichibakase, T .; Kotani, S .; Nakajima, M.
       Chem Commun.  2011,  47, 5614-5616.

  • Direct Enantioselective Aldol-Tishchenko Reaction Catalyzed by Chiral Lithium Diphenylbinaphtholate.
    Ichibakase, T .; Nakajima, M.
      Org. Lett.  2011,  13, 1579-1581.

  • Synthesis of γ-Amino Alcohols from Aldehydes, Enamines, and Trichlorosilane using Lewis Base Catalysts.
    Kashiwagi, T .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron  2011,  67, 531-539.

  • Enantioselective Conjugate Addition of Boronic Acids to Enones Catalyzed by  O-Monoacyltartaric Acids.
    Sugiura, M .; Tokudomi, M .; Nakajima, M.Chem. Commun.
      2010,  46, 7799-7800.

  • Enantioselective Alkynylation of Carbonyl Compounds with Trimethoxysilylalkynes Catalyzed by Lithium Binaphtholate.
    Ueda, T .; Tanaka, K .; Ichibakase, T .; Orito, Y .; Nakajima, M.
      Tetrahedron  2010,  66, 7726-7731.

  • “Roofed” β-Iminodisulfides as New Chiral Ligands for Palladium-Catalyzed, Asymmetric Allylic Alkylation.
    Matsunaga, H .; Tokuda, R .; Nakajima, M .; Ishizuka, T.
      Chem. Pharm. Bull.  2010,  58, 1419-1421.

  • Development of a direct asymmetric aldol reaction catalyzed by an organic oxide compound.
    Makoto Nakajima, Chemical Industry,
      2010,  61, 662-666.

  • Development of Chiral Dinitrones as Modular Lewis Base Catalysts: Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes.
    Oh, YS; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron: Asymmetry  2010,  21, 1833-1835.

  • DMAP-catalyzed Cyanation of Aldehydes and Ketones with Ethyl Cyanoformate.
    Aoki, S .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2010,  51, 3547-3549.

  • Enantioselective Alkynylation of Ketones with Trimethoxysilylalkynes using Lithium Binaphtholate as a Catalyst.
    Tanaka, K .; Ueda, T .; Ichibakase, T .; Nakajima, M.
      Tetrahedron Lett.  2010,  51, 2168-2169.

  • Diastereo- and Enantioselective Reductive Aldol Reaction with Trichlorosilane Using Chiral Lewis Bases as Organocatalysts.
    Sugiura, M .; Sato, N .; Sonoda, Y .; Kotani, S .; Nakajima .; M.
      Chem. Asian J.  2010,  5, 478-481.

  • Aldol reaction to build quaternary asymmetric carbon.
    Makoto Nakajima, pp 248-249 "Usable! Organic Synthesis Reaction 241 Practical Guide" Keiji Maruoka, Kyoko Nozaki, Yasutaka Ishii, Junzo Odera, Kiyoshi Tomioka, Kagaku-Dojin, 2010.

  • Enone's asymmetric reducing aldol reaction.
    Masaharu Sugiura, Makoto Nakajima, pp 472-473 "Usable! Organic Synthesis Reaction 241 Practical Guide" Keiji Maruoka, Kyoko Nozaki, Yasutaka Ishii, Junzo Odera, Kiyoshi Tomioka, Kagaku-Dojin, 2010.

  • Novel Enantioselective Direct Aldol-type Reaction Promoted by Chiral Phosphine Oxide as an Organocatalyst.
    Kotani, S .; Shimoda, Y .; Sugiura, M .; Nakajima, M.
      Tetrahedron Lett.  2009,  50, 4602-4605.

  • Enantioselective Aldol Reaction of Silyl Ketene Acetals Promoted by a Lewis Base-activated Lewis Acid Catalyst.
    Shimoda, Y .; Tando, T .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron: Asymmetry,  2009,  20, 1369-1370.

  • Asymmetric Synthesis of 4H-1,3-Oxazines: Enantioselective Reductive Cyclization of β-Amino Enones with Trichlorosilane Catalyzed by Chiral Lewis Bases.
    Sugiura, M .; Kumahara, M .; Nakajima, M.
      Chem. Commun.  2009, 3585-3587.

  • Base-catalyzed asymmetric synthesis reaction that activates chlorosilyl compounds. 
    Makoto Nakajima, pp131-136 "Frontier 21 Evolving Organic Catalyst" Supervised by Keiji Maruoka, Kagaku-Dojin, 2009.

  • A Chiral "Roofed" cis-Diamine-Ru (II) Complex: An Efficient Catalyst for Asymmetric Transfer Hydrogenation of Ketimines. 
    Matsunaga, H .; Nakanishi, K .; Nakajima, M .; Kunieda, T .; Ishizuka, T.
      Heterocycles,  2009,  78, 617-622.

  • Lewis Base-catalyzed Conjugate Reduction and Reductive Aldol Reaction of α, β-Unsaturated Ketones Using Trichlorosilane.
    Sugiura, M .; Sato, N .; Kotani, S .; Nakajima, M.
      Chem. Commun.  2008, 4309-4311.

  • Enantioselective Construction of Quaternary Asymmetric Carbon Centers Using an Aldol Reaction of Trimethoxysilyl Enol Ethers Catalyzed by Lithium Binaphtholate.
    Ichibakase, T .; Orito, Y .; Nakajima, M.
      Tetrahedron Lett.  2008,  49, 4427-4429.

  • First Asymmetric Abramov-type Phosphonylation of Aldehydes with Trialkyl Phosphites Catalyzed by Chiral Lewis Bases.
    Nakanishi, K .; Kotani, S .; Sugiura, M .; Nakajima, M.
      Tetrahedron  2008,  64, 6415-6419.

  • Chiral Phosphine Oxide BINAPO as a Lewis Base Catalyst for Asymmetric Allylation and Aldol Reaction of Trichlorosilyl Compounds.
    Kotani, S .; Hashimoto, S .; Nakajima, M.
      Tetrahedron  2007,  63, 3122-3132.

  • Catalytic Enantioselective Tandem Carbonyl Ylide Formation / 1,3-Dipolar Cycloaddition Reactions of α-Diazo Ketones with Aromatic Aldehydes using Dirhodium (II) Tetrakis [N-benzene-fused-phthaloyl- (S) -valinate].
    Tsutsui, H .; Shimada, N .; Abe, T .; Anada, M .; Nakajima, M .; Nakamura, S .; Nambu, H .; Hashimoto, S.
      Adv. Synth. Catal.  2007,  349, 521-526.

  • Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by the Chiral Phosphine Oxide BINAPO.
    Kotani, S .; Hashimoto, S .; Nakajima, M.
      Synlett  2006, 1116-1118.

  • Lewis Base Catalyzed Asymmetric Reactions Involving Hypervalent Silicate Intermediates.
    Orito, Y .; Nakajima, M.
      Synthesis  2006, 1391-1401.

  • Chiral Base-Catalyzed Aldol Reaction of Trimethoxysilyl Enol Ethers: Effect of Water as an Additive on Stereoselectivities.
    Orito, Y .; Hashimoto, S .; Ishizuka, T .; Nakajima, M.
      Tetrahedron  2006,  62, 390-400. 

  • Asymmetric synthesis reaction catalyzed by N-oxide and phosphine oxide. 
    Makoto Nakajima pp59-70 "New Development of Organocatalysis" Masakatsu Shibasaki Supervision CMC Publishing, 2006.

  • Chiral Phosphine Oxide as a Catalyst for Enantioselective Allylation of Aldehydes with Allyltrichlorosilane.
    Nakajima, M .; Kotani, S .; Ishizuka, T .: Hashimoto, S.
      Tetrahedron Lett.  2005,  46, 157-159.

  • Sterically Congested'Roofed' 2-Thiazolines as New Chiral Ligands for Copper (II)-Catalyzed Asymmetric Diels-Alder Reactions.
    Yamakuchi, M .; Matsunaga, H .; Tokuda, R .; Ishizuka, T .; Nakajima, M .; Kunieda, T.
      Tetrahedron Lett.  2005,   46, 4019-4022. 

  • Asymmetric Ring Opening of  meso-Epoxides Catalyzed by the Chiral Phosphine Oxide BINAPO.
    Tokuoka, E .; Kotani, S .; Matsunaga, H .; Ishizuka, T .; Hashimoto, S .; Nakajima, M.
      Tetrahedron: Asymmetry2005,  16, 2391-2392.

  • Sterically Congested'Roofed' 2-Iminothioethers as New Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation.
    Tokuda, R .; Matsunaga, H .; Ishizuka, T .; Nakajima, M .; Kunieda, T.
      Heterocycles  2005,  66, 135-141.

  • Enantioselective Aldol Reactions of Trichlorosilyl Enol Ethers Catalyzed by Chiral  N, N'-Dioxides and Monodentate  N-Oxides.
    Nakajima, M .; Yokota, T .; Saito, M .; Hashimoto, S.
      Tetrahedron Lett.  2004,  45, 61-64.

  • A New Dirhodium (II) Carboxamidate Complex as a Chiral Lewis Acid Catalyst for Enantioselective Hetero-Diels-Alder Reactions.
    Anada, M .; Washio, T .; Shimada, N .; Kitagaki, S .; Nakajima, M .; Shiro, M .; Hashimoto, S.
      Angew. Chem. Int. Ed.  2004,  43, 2665-2668.

  • The Enantioselective Aldol Reaction of Trimethoxysilyl Enol Ether Catalyzed by Lithium Binaphtholate.
    Nakajima, M .; Orito, Y .; Ishizuka, T .: Hashimoto, S.
      Org. Lett ..  2004,  6, 3763-3765.

  • An asymmetric organocatalyst that functions as a Lewis base.
    Makoto Nakajima, Chemistry and Chemicals,
      2004,  57, 720-723.

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