CHIRAL POISONING IN THE KINETIC RESOLUTION OF ALLYLIC ALCOHOLS

被引：43

作者：

FALLER, JW

TOKUNAGA, M

机构：

[1] Department of Chemistry, Yale University, New Haven

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 46期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(00)60125-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Recently, hydrogenations of allylic alcohols using ruthenium catalysts with enantiomerically pure phosphines, such as (R)-BINAP were reported to be useful for the kinetic resolution of cyclic allylic alcohols. These kinetic resolutions can also be effected using racemic BINAP and preferentially deactivating one enantiomer of the catalyst with an enantiomerically pure chiral poison. Poisoning of racemic (BINAP)-RuCl2(dmf)x with (1R,2S)-ephedrine provided (R)-2-cyclohexenol in 93% ee at 72% conversion.

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收藏

页码：7359 / 7362

页数：4

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