2001 Fiscal Year Final Research Report Summary
Development and Application of Multifunctional Catalysts by Dynamic Stereochemical Control
| Project/Area Number |
10208209
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| Research Category |
Grant-in-Aid for Scientific Research on Priority Areas (B)
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| Allocation Type | Single-year Grants |
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| Research Institution | Osaka University |
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Principal Investigator |
SASAI Hiroaki Osaka University, Professor, 産業科学研究所, 教授 (90205831)
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| 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)
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| Project Period (FY) |
1998 – 2000
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| Keywords | Absolute Asymmetric Synthesis / Chiral Catalyst / Oxidative Coupling / Binaphthol / Chirality Control / Cu / Magnetic field |
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| 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.
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