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Catalytic Asymmetric Synthesis of Bioactive Molecules with a Benzylic Quarternary Carbon

Research Project

Project/Area Number 06453188
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionUniversity of Tokyo

Principal Investigator

SHIBASAKI Masakatsu  University of Tokyo, Fac.of Pharm., Professor, 薬学部, 教授 (30112767)

Co-Investigator(Kenkyū-buntansha) SASAI Hiroaki  University of Tokyo, Fac.of Pharm., Associate Professor, 薬学部, 助教授 (90205831)
中田 雅久  東京大学, 薬学部, 助手 (50198131)
袖岡 幹子  東京大学, 薬学部, 助手 (60192142)
Project Period (FY) 1994 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥7,300,000 (Direct Cost: ¥7,300,000)
Fiscal Year 1995: ¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 1994: ¥3,800,000 (Direct Cost: ¥3,800,000)
KeywordsAsymmetrtic Catalyst / Heck Reaction / Palladium / 触媒的不斉合成 / 海洋天然物 / 鎮痛剤
Research Abstract

We have developed a catalytic asymmetric construction of benzylic quarternary carbons. The strategy utilizes an asymmetric Heck reaction. By using this method, we have achieved catalytic asymmetric syntheses of bioactive molecules such as eptazocine, capnellene and halenaquinol.

Report

(3 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] M.Shibasaki: "Asymmetric Heck Reaction : Catalytic Asymmetric Syntheses of Bioactive Molecules" J. Synth. Org. Chem.,Jpn. 52. 956-967 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Ohrai: "Effects of Solvents and Additives in the Asymmetric Heck Reaction of Alkenyl Triflates : Catalytic Asymmetric Synthesis of Decalin Derivatives and Determination of the Absolute Stereochemistry of (+)-Vernolepin" J. Am. Chem. Soc.116. 11737-11748 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Kondo: "Regioselective Olefin Insertion in Asymmetric Heck Reaction. Catalytic Asymmetric synthesis of a Versatile Intermediate for Diterpene Syntheses" J. Org. Chem.60. 4322-4323 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Ohshima: "Asymmetric Heck Reaction-Carbanion Capture Process. Catalytic Asymmetric Total Synthesis of (-)-Δ^<9(12)>-Capnellene" J. Am. Chem. Soc.(印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.Kojima: "Catalytic Asymmetric synthesis of Halenaquinone and Halenaquinol" J. Org. Chem.(印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Shibasaki: "Asymmetric Heck Reaction : Catalytic Asymmetric Syntheses of Bioactive Molecules" J.Synth.Org.Chem., Jpn. 52. 956-967 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Ohrai: "Effects of Solvents and Additives in the Asymmetric Heck Reaction of Alkenyl Triflates : Catalytic Asymmetric Synthesis of Decalin Derivatives and Determination of the Absolute Stereochemistry of (+)-Vernolepin" J.Am.Chem.Soc.116. 11737-11748 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Kondo: "Regioselective Olefin Insertion in Asymmetric Heck Reaction. Catalytic Asymmetric Synthesis of a Versatile Intermediate for Diterpene Syntheses" J.Org.Chem.60. 4322-4323 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Ohshima: "Asymmetric Heck Reaction-Carbanion Capture Process. Catalytic Asymmetric Total Synthesis of (-)-DELTA9 (12)-Capnellene" J.Am.Chem.Soc.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.Kojima: "Catalytic Asymmetric Synthesis of Halenaquinone and Halenaquinol" J.Org.Chem.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazuhiro Kondo: "Regioselective Olefin Insertion in Asvmmetric Heck Reaction. Catalytic Asymmetric Synthesis of a Versatile Intermediate for Diterpene Syntheses" The Journal of Organic Chemistry. 60. 4322-4323 (1995)

    • Related Report
      1995 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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