1998 Fiscal Year Final Research Report Summary
Studies on catalytic enantioselective protonation
| Project/Area Number |
08640699
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Niigata College of Pharmacy |
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Principal Investigator |
NAKAMURA Yutaka Niigata College of Pharmacy, Faculty of Pharmaceutical Sciences, Research Associate, 薬学部, 助手 (20267652)
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| Project Period (FY) |
1996 – 1998
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| Keywords | samarium enolate / enantioselective protonation / catalytic reaction |
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| Research Abstract |
(1) Enantioselectivities near maximum values were obtained in the catalytic enantioselective protonation of samarium enolate by a rapid addition of a fluorous achiral alcohol (Rfh_33C-OH) to the reaction mixture : for a nonfluorous chiral diol (DHPEX) in Rfh_3C-OH/THF solid-liquid biphase system and for a fluorous chiral alcohol in THF/FC-72 liquid-liquid biphase system.
(2) High enantioselectivity (up to 94% ee) has been achieved in the enantioselective protonation of samarium enolates generated by SmI_2-mediated reductive elimination of alpha-hetero-substituted ketones using C_2-symmetric chiral diol as a proton source.
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