The Journal of Organic Chemistry

The conversion of an aziridine to a. beta.-lactam

W Chamchaang, AR Pinhas

Index: Chamchaang, Wilaiporn; Pinhas, Allan R. Journal of Organic Chemistry, 1990 , vol. 55, # 9 p. 2943 - 2950

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Citation Number: 57

Abstract

A one-pot, inert atmosphere conversion of an aziridine to a@-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.