Gold(I)-catalyzed synthesis of γ-hydroxyketones from 5-allyloxy-1-ynes

J Org Chem. 2011 Jan 7;76(1):324-7. doi: 10.1021/jo102005x. Epub 2010 Dec 14.

Abstract

The Au(I)-catalyzed reactions of 5-allyloxy-1-ynes gave various γ-hydroxyketones, via a hydration-terminated domino sequence involving sigmatropic allyl migration as the key event. Moreover, the scope of the sigmatropic allyl transfer was systematically determined.