Enantioselective Horner-Wadsworth-Emmons reaction using chiral lithium 2-aminoalkoxides

被引：0
|
作者：
Kumamoto, T [1 ]
Koga, K [1 ]
机构：
[1] UNIV TOKYO, FAC PHARMACEUT SCI, BUNKYO KU, TOKYO 113, JAPAN
来源：
CHEMICAL & PHARMACEUTICAL BULLETIN | 1997年 / 45卷 / 04期
关键词：
chiral base; chiral lithium 2-aminoalkoxide; Horner-Wadsworth-Emmons reaction; enantioselective asymmetric synthesis; chiral axis;
D O I：
暂无
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Chiral lithium 2-aminoalkoxides ((1R,2S)-4) were applied as chiral bases for the enantioselective Horner-Wadsworth-Emmons reaction between achiral phosphonates (2) and 4-tert-butylcyclohexanone (1). A chiral olefin ((R)-3b) was obtained in up to 52% enantiomeric excess (ee). It is shown that the formation of the lithium aldolate intermediate is reversible and is not responsible for the asymmetric induction.
引用
收藏
页码：753 / 755
页数：3
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