Tetrahedron

Free radical-mediated vinyl amination: a mild, general pyrrolidinyl enamine synthesis

…, AL Williams, EN Prabhakaran, JN Johnston

Index: Nugent, Benjamin M.; Williams, Amie L.; Prabhakaran; Johnston, Jeffrey N. Tetrahedron, 2003 , vol. 59, # 45 p. 8877 - 8888

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Citation Number: 41

Abstract

The complete scope of free radical-mediated vinyl amination is described, using 5-exo-trig cyclizations of vinyl radicals to the nitrogen of azomethines. The focus is primarily on N, N- dialkyl enamines since their nucleophilicity renders them the most challenging enamines to synthesize using redox conditions. These studies establish several encouraging precedents for the broader application of this strategy.

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