A SIMPLE AND HIGHLY STEREOSELECTIVE ROUTE TO E-ALPHA,BETA-UNSATURATED ALDEHYDES

被引:60
作者
BELLASSOUED, M
MAJIDI, A
机构
[1] Université Pierre et Marie Curie, Laboratoire de Synthèse Organométallique, CNRS UA 408, 75252 Paris Cedex 05, 4, Place Jussieu
关键词
D O I
10.1021/jo00061a027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Zinc bromide mediated reaction of alpha,alpha-bis(trimethylsilyl)-tert-butylacetaldimine (3) with a wide range of aldehydes takes place under mild conditions and affords the corresponding alpha,beta-unsaturated aldehydes in good yields and with very high E stereoselectivity (>98%). This procedure is successfully applied to the preparation of intermediates for retinoid and natural product synthesis.
引用
收藏
页码:2517 / 2522
页数:6
相关论文
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