Tetrahedron

An Approach to α-substituted Amines

L Williams, SE Booth, K Undheim

Index: Williams, Lorenzo; Booth, Susan E.; Undheim, Kjell Tetrahedron, 1994 , vol. 50, # 48 p. 13697 - 13708

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Citation Number: 31

Abstract

A number of amines have been alkylated at the position alpha to nitrogen via free radical methodology. N-(2-Iodobenzyl) and N-(2-iodobenzoyl)'protected'amines have been used to generate radicals which rapidly undergo a 1, 5-hydrogen shift to give more stable α-amino radicals. These can subsequently be trapped by electron deficient alkenes to give α- alkylated amines.