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1996 Fiscal Year Final Research Report Summary

Asymmetric Synthesis Catalyzed by Transition-Metal Complexes

Research Project

Project/Area Number 05234101
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Research InstitutionKyoto University (1994-1996)
Hokkaido University (1993)

Principal Investigator

HAYASHI Tamio  Kyoto University, Graduate School of Science, Professor, 大学院・理学研究科, 教授 (00093295)

Co-Investigator(Kenkyū-buntansha) HIYAMA Tamejiro  Tokyo Institute of Technology, Research Laboratory of Resources Utilization, Pro, 資源化学研究所, 教授 (90026295)
SHIBASAKI Masakatsu  University of Tokyo, Faculty of Pharmaceutical Sciences, Professor, 薬学部, 教授 (30112767)
KITAMURA Masato  Nagoya University, Graduate School of Science, Associate Professor, 大学院・理学研究科, 助教授 (50169885)
KATSUKI Tsutomu  Kyushu University, Faculty of Science, Professor, 理学部, 教授 (40037271)
Project Period (FY) 1993 – 1995
KeywordsCatalytic Asymmetric Synthesis / Transition-Metal Catalyst / Asymmetric Hydrogenation / Asymmetric Oxidation / Asymmetric Hydrosilylation / Asymmetric Aldol Reaction / Asymmetric Coupling
Research Abstract

Among various types of asymmetric reactions, reaction with a chiral catalyst is obviously the best choice, because the catalytic asymmetric synthesis requires ideally only one molecule of a chiral catalyst in order to produce a large quantity of an optically active substance. During 1993-1995, we developed new chiral transition-metal catalysts and used them successfully for several types of catalytic asymmetric reactions including asymmetric carbon-carbon bond forming reactions. The examples are : 1) Asymmetric hydrosilylation of olefins catalyzed by a palladium complex coordinated with new monodentate phosphine ligand MOP.2) Asymmetric epoxidation of olefins with new salen-manganese catalysts. 3) Asymmetric nitro-aldol reactions catalyzed by hetero-bimetallic systems.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] T.Hayashi: "Enantioposition-Selective Alkynylation of Biaryl Ditriflates by Palladium-Catalyzed Asymmetric Cross-Coupling" Tetrahedron Lett.37. 3161-3164 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Hayashi: "Asymmetric Hydrosilylation of Cyclic 1,3-Dienes Catalyzed by an Axially Chiral Monophosphine-Palladium Complex" Tetrahedron Lett.37. 4169-4172 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Hayashi: "Catalytic Asymmetric Synthesis of Optically Active Olefins by Palladium-Catalysed Asymmetric Reduction of Racemic Allylic Esters with Formic Acid" Chem.Commun.1767-1768 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Katsuki: "Enantioselective Epoxidation of 2,2-Dimethylchromenes Using Achiral Mn-Salen Complex as a Catalyst in the Presence of Chiral Amine" Synlett. 1079-1081 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Shibasaki: "Asymmetric Heck Reaction-Carbanion Capture Process.Catalytic Asymmetric Total Synthesis of(-)-Δ^<9(12)>-Capnellene" J.Am.Chem.Soc.118. 7108-7116 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Shibasaki: "Catalytic Asymmetric Synthesis of α-Hydroxy Phosphonates Using the Al-Li-BINOL Complex" J.Org.Chem.61. 2926-2927 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Hayashi: "Enantioposition-Selective Alkynylation of Biaryl Ditriflates by Palladium-Catalyzed Asymmetric Cross-Coupling" Tetrahedron Lett.37. 3161-3164 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Hayashi: "Asymmetric Hydrosilylation of Cyclic 1,3-Dienes Catalyzed by an Axially Chiral Monophosphine-Palladium Complex" Tetrahedron Lett.37. 4169-4172 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Hayashi: "Catalytic Asymmetric Synthesis of Optically Active Olefins by Palladium-Catalysed Asymmetric Reduction of Racemic Allylic Esters with Formic Acid" J.Chem.Soc., Chem.Commun.1767-1768 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Katsuki: "Enantioselective Epoxidation of 2,2-Dimethylchromenes Using Achiral Mn-Salen Complex as a Catalyst in the Presence of Chiral Amine" Synlett. 1079-1081 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Shibasaki: "Asymmetric Heck Reaction-Carbanion Capture Process. Catalytic Asymmetric Total Synthesis of (-) -DELTA^9 (12) -Capnellene" J.Am.Chem.Soc.118. 7108-7116 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Shibasaki: "Catalytic Asymmetric Synthesis of alpha-Hydroxy Phosphonates Using the Al-Li-BINOL Complex" J.Org.Chem.61. 2926-2927 (1996)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1999-03-09  

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