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Stereoselective one-pot synthesis of beta-lactams by Lewis acid promoted condensation of silylketene thioacetals with imines

被引：23
作者：
Annunziata, R
Cinquini, M
Cozzi, F
Molteni, V
Schupp, O
机构：
[1] UNIV MILAN,CTR CNR,I-20133 MILAN,ITALY
[2] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY
来源：
TETRAHEDRON | 1996年 / 52卷 / 07期
关键词：
D O I：
10.1016/0040-4020(95)01083-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of silylketene thioacetals derived from 2-pyridylthioesters have been prepared and the (E)/(Z) configuration of some of them has been determined by NMR spectroscopy. In the presence of Lewis acids these compounds stereoselectively react with imines to afford beta-lactams in a convenient one-pot procedure. An enantioselective beta-lactam synthesis promoted by a chiral Lewis acid is also described.
引用
收藏
页码：2573 / 2582
页数：10
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