DIRECT CONVERSION OF N-ALKOXY BETA-LACTAMS TO CARBAPENAMS - APPLICATION TO THE SYNTHESIS OF THE BICYCLIC PS-5 KETO ESTER

被引：24

作者：

WILLIAMS, MA ^{[1
]}

HSIAO, CN ^{[1
]}

MILLER, MJ ^{[1
]}

机构：

[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 08期

关键词：

D O I：

10.1021/jo00008a022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and direct conversion of N-alkoxy beta-lactams to the carbapenam ring system is described. This novel cyclization apparently proceeds by initial carbene-mediated ylide formation with concomitant rearrangement. The title reaction is applied to the construction of the methyl ester of the bicyclic beta-lactam precursor of PS-5.

引用

页码：2688 / 2694

页数：7

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