Regioselective aza-Cope rearrangement of. alpha.-halogenated and nonhalogenated imines

JT Welch, B De Corte, N De Kimpe

Index: Welch, John T.; Corte, Bart De; Kimpe, Norbert De Journal of Organic Chemistry, 1990 , vol. 55, # 17 p. 4981 - 4983

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Citation Number: 10

Abstract

Summary: The 3-aza-Cope rearrangement of a-halogenated and nonhalogenated ketimines by deprotonation of the corresponding iminium salts was found to be an especially facile and regioselective process. Deuterium labeling studies supported the proposed mechanism which required the rearrangement to be highly concerted.