THE CONVERSION OF AN AZIRIDINE TO A BETA-LACTAM

被引:57
作者
CHAMCHAANG, W [1 ]
PINHAS, AR [1 ]
机构
[1] UNIV CINCINNATI,DEPT CHEM,CINCINNATI,OH 45221
关键词
D O I
10.1021/jo00296a070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot, inert atmosphere conversion of an aziridine to a β-lactam using nickel tetracarbonyl as the carbonyl source is described. In this reaction it is the less substituted carbon-nitrogen bond which is carbonylated. The proposed mechanism for this reaction requires that a nickel acylate complex attack an alkyl iodide with inversion of configuration. Iron carbonyl complexes are unsuccessful in this carbonylation process. © 1990, American Chemical Society. All rights reserved.
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页码:2943 / 2950
页数:8
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