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Search for Asymmetric Catalytic Reactions using Low-valent Zirconium Complex

Research Project

Project/Area Number 08672447
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionSchool of Pharmacy, Tokyo University of Pharmacy and Life Science

Principal Investigator

HANZAWA Yuji  Tokyo University of Pharmacy and Life Science, School of Pharmacy, Associate Professor, 薬学部, 助教授 (10096688)

Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 1997: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1996: ¥1,600,000 (Direct Cost: ¥1,600,000)
KeywordsEarly transition metal / Zirconocene-butene complex / Catalytic reaction / Diastereoselective synthesis / Regioselective reaction / Asymmetric synthesis / ハイドロジルコネーション / ジルコノセン-(1-ブテン)錯体 / エポキシオレフィン / 不斉触媒反応 / 環変換反応 / Schwartz試薬 / ビニルエポキシド / ビニルシクロアルカン / ジアステレオ選択性 / ジルコノセン等価体 / Z-アリルジルコノセン
Research Abstract

In our ongoing research project on asymmetric catalytic reactions using low-valent zirconocene complex, we have exploited enormous possibilities of low-valent zirconium complex, zirconocene-butene complex, for organic synthesis. During the past term of the project we established several new zirconocene-butene complex-mediated synthetic procedures which must be elaborated to be catalytic and asymmetric. At present we could developed a new zirconocene-butene complex catalyzed ring opening reactions of vinyl cyclopropane derivatives whose stoichiometric reactions have been applied to stereocontrolled syntheses of steroidal side chains. Although the asymmetric version of these reaction has not been succeeded yet, we are currently continueing the research to find the most effective chiral ligand for zirconium metal complex.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (15 results)

All Other

All Publications (15 results)

  • [Publications] Harada, S.: "Complexation of Uinylcyclopropanes with Zirconocene-butene complex" J.Org.Chem.38. 3994-4001 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Harada, S.: "Formation of Cydopropyl Carbinols Through a Highly Diastereoselective Hydrozirconation of Vinyloxiranes" Tetrahedron Lett.38. 1957-1960 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Hanzawa, Y.: "New "Cp_2Zr" -mediated Ring Transformations of 2-Vinyl-heterocycles to Carbocycles" Tetrahedron Lett.38. 4615-4618 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Harada, S.: "η^3-π Allylzirconocene Derivatives : Preparation of Steroidal Side Chains" Tetrahedron Lett.36. 9489-9492 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Hanzawa, Y.: "Regioselective Bond Cleavage of Vinylcyclopropane with Zirconocene-butene Complex" Tetrahedron Lett.35. 9421-9424 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Harada S.: "Complexation of Vinylcyclopropanes with Zirconocene-1-butene Complex : Application to the Stereocontrolled Synthesis of Steroidal Side Chains" J.Org.Chem.62. 3994-4001 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Harada, S.: "Formation of Cyclopropyl Carbinols Through a Highly Diastereoselective Hydrozirconation of Vinyloxirane Derivatives" Tetrahedron Lett.38. 1957-1960 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Hanazawa, Y.: "New "Cp_2Zr"-mediated Ring Transformations of 2-Vinylheterocycles to Carbocycles" Tetrahedron Lett.38. 4615-4618 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Harada S.: "eta3-pi Allylzirconocene Derivatives : Preparation of Steroidal Side Chains" Tetrahedron Lett.36. 9489-9492 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Hanazawa Y.: "Regioselective Bond Cleavage of Vinylcyclopropane Derivatives with the Zirconocene-Butene Complex" Tetrahedron Lett.35. 9421-9424 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] SUSUMU HARADA: "Formation of Cyclopropyl Carbinols Through a Highly Diastereoselective Hydrozirconation of Vinyloxirane Derivatives" Tetrahedron Letters. 38・11. 1957-1960 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] YUJI HANZAWA: "New “Cp_2Zr"-Mediated Ring Tronsformations of 2-Vinylheterocycles to Carbocycles" Tetrahedron Letters. 38・26. 4615-4618 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] SUSUMU HARADA: "Complexation of Vinylcyclopropanes with Zirconocene-1-butene Complex" J.Org.Chem.62・12. 3994-4001 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] SUSUMU HARADA: "Hydrozirconation of Alkenyloxirane Derivatives" Tetrahedron. 54・5/6. 753-756 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] Susumu Harada: "Fornction of Cyclopropyl Carbinols through a Highly Diastereosclectice Hyolrozirconation of Vinyloxirane Derivatives" Tctrahedron Letters. 38. (1997)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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