Stereoselective one-pot synthesis of beta-lactams by reaction of 2-pyridylthioesters with imines in the presence of AlBr3 or EtAlCl(2)

被引:11
作者
Annunziata, R
Benaglia, M
Cinquini, M
Cozzi, F
Martini, O
Molteni, V
机构
[1] UNIV MILAN,CTR CNR,I-20133 MILAN,ITALY
[2] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY
关键词
D O I
10.1016/0040-4020(95)01087-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of some 2-pyridylthioesters with imines in the presence of AlBr3 or EtAlCl(2) and of a tertiary amine afford beta-lactams in a simple one-pot procedure with fair to high trans stereoselectivity. The condensation can be also carried out in the absence of base and with sub-stoicheiometric amounts of the Lewis acid. The possible mechanisms of the process are discussed.
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页码:2583 / 2590
页数:8
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