Stereoselective reactions .28. Effects of the alkyl group at the amide nitrogen of chiral bidentate lithium amides on enantioselective deprotonation reaction

被引：29
作者：
Aoki, K [1 ]
Tomioka, K [1 ]
Noguchi, H [1 ]
Koga, K [1 ]
机构：
[1] UNIV TOKYO, GRAD SCH PHARMACEUT SCI, BUNKYO KU, TOKYO 113, JAPAN
来源：
TETRAHEDRON | 1997年 / 53卷 / 40期
基金：
日本学术振兴会;
关键词：
D O I：
10.1016/S0040-4020(97)00901-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective deprotonation of 4-substituted cyclohexanones (1a similar to d) by chiral bidentate lithium amides ((R)-2a similar to j) having an alkyl- or a fluoroalkyl substituent at the amide nitrogen was examined. (R)-2i having a 2,2,2-trifluoroethyl group at the amide nitrogen was found to be an excellent chiral base for the present deprotonation reaction. Structures of(R)-2i in solution and solid state are discussed. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码：13641 / 13656
页数：16
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