Preparation and reactivity of new. beta.-nitrogen-functionalized vinylic organolithium compounds from secondary aliphatic allylamines

J Barluenga, RM Canteli, J Florez

Index: Barluenga, Jose; Canteli, Rosa-Maria; Florez, Josefa Journal of Organic Chemistry, 1994 , vol. 59, # 3 p. 602 - 606

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Citation Number: 24

Abstract

Two new types of 8-nitrogen-functionalized vinylic organolithium compounds have been prepared from secondary aliphatic allylamines through the temporary silylation of the amino group. The monoanionic intermediates 4, stable at-80" C, are generated by a bromine- lithium exchange reaction and the dianionic derivatives 2, stable at room temperature, by a tin-lithium transmetalation reaction. Both types of organolithium compounds react with ...