Tetrahedron letters

A complementary method to obtain N-acyl enamides using the Heck reaction: extending the substrate scope for asymmetric hydrogenation

P Harrison, G Meek

Index: Harrison, Paul; Meek, Graham Tetrahedron Letters, 2004 , vol. 45, # 50 p. 9277 - 9280

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Citation Number: 60

Abstract

A method to prepare N-acyl enamides is reported that is complementary to the existing protocols. Heck reaction of a variety of aryl trifluoromethanesulfonates with commercially available N-vinylacetamide occurred in a highly regioselective fashion to provide these valuable synthetic intermediates. This method permits the formation of N-acyl enamides containing functionality that would not be tolerated by the existing methods. Asymmetric ...