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

页码：13641 / 13656

页数：16

共 90 条

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