New insights into the mechanism of palladium-catalyzed allylic amination

IDG Watson, AK Yudin

Index: Watson, Iain D. G.; Yudin, Andrei K. Journal of the American Chemical Society, 2005 , vol. 127, # 49 p. 17516 - 17529

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Citation Number: 83

Abstract

A comparative investigation into palladium-catalyzed allylic amination of unsubstituted aziridines and secondary amines has been carried out. The use of NH aziridines as nucleophiles favors formation of valuable branched products in the case of aliphatic allyl acetates. The regioselectivity of this reaction is opposite to that observed when other amines are used as nucleophiles. Our study provides evidence for the palladium-catalyzed ...