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Development and Application of Multifunctional Catalysts by Dynamic Stereochemical Control

Research Project

Project/Area Number 10208209
Research Category

Grant-in-Aid for Scientific Research on Priority Areas (B)

Allocation TypeSingle-year Grants
Research InstitutionOsaka University

Principal Investigator

SASAI Hiroaki  Osaka University, Professor, 産業科学研究所, 教授 (90205831)

Co-Investigator(Kenkyū-buntansha) ARAI Takayoshi  Osaka University, Assistant Professor, 産業科学研究所, 助手 (80272483)
FUJIOKA Hiromichi  Osaka University, Associate Professor, 薬学研究科, 助教授 (10173410)
Project Period (FY) 1998 – 2000
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥21,500,000 (Direct Cost: ¥21,500,000)
Fiscal Year 2000: ¥7,100,000 (Direct Cost: ¥7,100,000)
Fiscal Year 1999: ¥7,100,000 (Direct Cost: ¥7,100,000)
Fiscal Year 1998: ¥7,300,000 (Direct Cost: ¥7,300,000)
KeywordsAbsolute Asymmetric Synthesis / Chiral Catalyst / Oxidative Coupling / Binaphthol / Chirality Control / Cu / Magnetic field / 遠隔位不斉制御 / 触媒 / 希土類 / ガドリニウム / ビフェノール
Research Abstract

Since the origin of chirality in nature and absolute asymmetric synthesis are intimately related, this subject attracts much interest to a number of scientists. Although magnetic field itself is believed to be an achiral physical force, combination use of magnetic field with other physical force has a possibility to generate chirality without any optically active compound. When oxidative coupling reaction of 2-naphthol derivatives was carried out under 1.5〜8T magnetic field in the presence of Cu-catalyst, 1,1'-bi-2-naphthol derivative with small but distinct optical activity was obtained. The enantiomeric excesses were determined by chiral column on HPLC and/or optical rotations of the products. Further studies toward the control of chirality under the magnetic field are in progress.
A cross coupling reaction of 6-bromo-2-naphthol with 2-naphthol was also examined. The desired 6-bromo-1,1'-bi-2-naphthol was obtained predominantly in the presence of radical inhibitor.

Report

(4 results)
  • 2001 Final Research Report Summary
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • Research Products

    (6 results)

All Other

All Publications (6 results)

  • [Publications] H.Fujioka: "Optical Resolution of Racemic Norbornene Aldehydes: Kinetically Controlled Intramolecular Haloetherification of Ene Acetals"Tetrahedron Lett.. 41. 1829-1832 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Fujioka: "Asymmetric Desymmetrization of Saturated and Unsaturated meso-1,2-Diols"Tetrahedron. 56. 10141-10151 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Fujioka: "Optical Resolution of Racemic Norbornene Aldehydes : Kinetically Controlled Intramolecular Haloetherification of Ene Acetals"Tetrahedron Lett.. 41. 1829-1832 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Fujioka: "Asymmetric Desymmetrization of Saturated and Unsaturated meso-1,2-Diols"Tetrahedron. 56. 10141-10151 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Hiromichi Fujioka: "Optical Resolution of Racemic Norbornene Aldehydes : Kinetically Controlled Intramolecular Haloetherification of Ene Acetals"Tetrahedron Lett.. 41 (in press). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] Hiromichi Fujioka: "Asymmetric Desymmetrization of Saturated and unsaturated meso-1, 2-Diols"Tetrahedron. 56 (in press). (2000)

    • Related Report
      1999 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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