Enantioselective deprotonation of 4-tert-butylcyclohexanone by fluorine-containing chiral lithium amides derived from alpha-phenethylamine

被引:30
作者
Aoki, K [1 ]
Koga, K [1 ]
机构
[1] UNIV TOKYO, FAC PHARMACEUT SCI, BUNKYO KU, TOKYO 113, JAPAN
基金
日本学术振兴会;
关键词
D O I
10.1016/S0040-4039(97)00378-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An alpha-phenethylamine-derived chiral lithium amide ((R)-5c) possessing a 2,2,2-trifluoroethyl group on the amide nitrogen was found to induce high enantio-selectivity in the kinetic deprotonation of 4-tert-butylcyclohexanone (1) in the presence of excess trimethylsilyl chloride to give the corresponding silyl enol ether ((S)-2) in up to 92% ee (86% chemical yield). (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2505 / 2506
页数:2
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