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Development of the Catalytic Asymmetric Tandem Reactions

Research Project

Project/Area Number 11672112
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionNagoya City University

Principal Investigator

IKEDA Shin-ichi  Nagoya City University, Pharmaceutical Sciences, Associate Professor, 薬学部, 助教授 (90254309)

Project Period (FY) 1999 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 2000: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1999: ¥1,900,000 (Direct Cost: ¥1,900,000)
Keywordstandem reaction / enantioselectivity / oxazoline / cyclotrimerization / エナンチス選択的 / 単座オキサゾリン配位子
Research Abstract

We have found a nickel-catalyzed asymmetric multiple-component coupling of enones, alkynes, dimethylzinc, and chlorotrimethylsilane. Interestingly, catalytic systems involving simple monodentate chiral oxazolines, which have been previously used as valuable chiral auxiliaries, were very effective in giving optically active coupling products. In contrast some optically active organophosphorus ligands and bidentate oxazolines, which have been extensively used as ligands for transition metals in asymmetric catalysis, did not give enantioselection. Moreover, we have found an asymmetric cyclotrimerization of enones and alkynes in the presence of a catalytic system of nickel and aluminum. The chiral monooxazoline ligands were also effective in the reaction.

Report

(3 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] 池田慎一: "ニッケル触媒を用いた高選択的多成分連結反応の開発"化学と工業. 53. 146-149 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Shin-ichi Ikeda: "Effects of monodentate oxazoline ligand in Ni/Al-catalyzed regioselective cyclotrimerization of enones and alkynes"Chemical Communications. 10. 815-816 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Shin-ichi Ikeda: "Nickel-Catalyzed Intermolecular Domino Reaction"Accounts of Chemical Research. 33. 511-519 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Shin-ichi Ikeda: "Nichel-Catalyzed Asymmetric Multiple-Component Tandem Coupling. Effects of Simple Monodentate Oxazolines as Chiral Ligands"J.Am.Chem.Soc.. 121. 4712-4713 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Shin-ichi Ikeda: "Effects of Monodentate Oxazoline Ligands in Ni/Al-Catalyzed Regioselective Cyclotrimerization of Enones and Alkynes"Chem.Commun.. 815-816 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Shin-ichi Ikeda: "Nickel-Catalyzed Intermolecular Domino Reactions"Acc.Chem.Res.. 33. 511-519 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 池田慎一: "ニッケル触媒を用いた高選択的多成分連結反応の開発"化学と工業. 53・2. 146-149 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Shin-ichi Ikeda: "Effects of monodentate oxazoline ligand in Ni/Al-catalyzed regioselective cyclotrimerization of enones and alkynes"Chemical Communications. 10. 815-816 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Shin-ichi Ikeda: "Nickel-Catalyzed Intermolecular Domino Reaction"Accounts of Chemical Research. 33・8. 511-519 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Shin-ichi Ikeda: "Nickel-Cutalyzed Asymmetric Multiple-Component Tandem Coupling. Effects of Simple Monodentate Oxazolines as Chiral Ligands"Journal of the American Chemical Society. 121・19. 4712-4713 (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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