ENANTIOSPECIFIC AND DIASTEREOSELECTIVE SYNTHESIS OF CIS MONOBACTAMS THROUGH ELECTROPHILIC AMINATION OF CHIRAL 3-HYDROXYESTERS

被引:12
作者
BANFI, L
CASCIO, G
GUANTI, G
MANGHISI, E
NARISANO, E
RIVA, R
机构
[1] IST CHIM ORGAN,I-16132 GENOA,ITALY
[2] CNR,CTR STUDIO CHIM COMPOSTI CICLOALIFAT AROMAT,I-16132 GENOA,ITALY
[3] LUSO FARMACO SPA,I-20132 MILAN,ITALY
关键词
D O I
10.1016/S0040-4020(01)89308-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new efficient entry into cis monobactams starting from beta-hydroxyesters is reported. This preparation is based on the stereoselective ''electrophilic amination'' of beta-hydroxyester dianions and on Miller's biomimetic synthesis of the beta-lactam nucleus. By this route, key intermediates for the preparation of pharmacologically important cis aztreonam 2 and carumonam 3 were prepared.
引用
收藏
页码:11967 / 11982
页数:16
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