Synthetic studies of spiroketal enol ethers: an unexpected oxidation by Martin's sulfurane

Allison M. Wensley, Bates College
Andrew O. Hardy, Bates College
Kay M. Gonsalves, Bates College
Jennifer L. Koviach, Bates College

Abstract

In an attempt to synthesize a spiroketal enol ether natural product, we found that treatment of alcohol 5 with Martin's sulfurane did not give the anticipated olefin, but instead afforded ketone 15 through an unprecedented oxidation. © 2007 Elsevier Ltd. All rights reserved.