Novel Cleavage of Propargylamines by Reaction with Organolithium Compounds

J Barluenga, RM Canteli, J Flórez

Index: Barluenga, Jose; Canteli, Rosa-Maria; Florez, Josefa Journal of Organic Chemistry, 1996 , vol. 61, # 11 p. 3646 - 3649

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Citation Number: 9

Abstract

Treatment of secondary aliphatic 2-bromoallylamines with an excess of an organolithium compound led to saturated amines in which the organic group of the organolithium compound is incorporated at the α carbon. On the other hand, the successive reaction of the former amines with BuLi and t-BuLi between-80° C and rt gave 1, 3-diamines or hexahydropyrimidines depending on the reaction time. The formation of these unexpected ...