ASYMMETRIC DEPROTONATION OF PROCHIRAL KETONES USING CHIRAL LITHIUM AMIDE BASES

被引：153

作者：

CAIN, CM ^{[1
]}

COUSINS, RPC ^{[1
]}

COUMBARIDES, G ^{[1
]}

SIMPKINS, NS ^{[1
]}

机构：

[1] UNIV LONDON QUEEN MARY COLL,DEPT CHEM,LONDON E1 4NS,ENGLAND

来源：

TETRAHEDRON | 1990年 / 46卷 / 02期

关键词：

D O I：

10.1016/S0040-4020(01)85435-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A number of chiral secondary amines have been prepared and used as precursors to the corresponding chiral lithium amide bases. Treatment of either cis-2,6-dimethylcyclohexanone or 4-tert-butylcyclohexanone with a chiral lithium amide, followed by electrophilic quench, gives chiral products in up to 88% enantiomeric excess. The results with 4-tert-butylcyclohexanone are in disagreement with an earlier literature report, giving products of lower enantiomeric excess but higher optical rotation. © 1990.

引用

页码：523 / 544

页数：22

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