Gold(I)-catalyzed synthesis of (1E,3E)-dienes from propargylic esters. 2009

Alexander S Dudnik, and Todd Schwier, and Vladimir Gevorgyan
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.

A mild and stereoselective gold(I)-catalyzed domino transformation of propargylic esters leading to substituted (1E,3E)-dienes has been developed. This cascade process proceeds via a sequence of 1,3-acyloxy- or 1,3-phosphatyloxy migrations to form allenic intermediate followed by a proton transfer.

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