Rhenium(I)-Catalyzed Cyclization of Silyl Enol Ethers Containing a Propargyl Carboxylate Moiety: Versatile Access to Highly Substituted Phenols

摘要

Selective migration: The rhenium-catalyzed reaction of 2-siloxy-1-en-5-ynes containing an acyloxy substituent at the propargylic position gave highly substituted phenols in good yields (see scheme). Depending on the structure of the silyl enol ether, either nucleophilic addition of this moiety or 1,2-acyloxy migration occurs to give two kinds of synthetically useful, substituted phenols.