Formation of Enol Ethers by Radical Decarboxylation of α-Alkoxy β-Phenylthio Acids

J Org Chem. 2019 Oct 4;84(19):12542-12552. doi: 10.1021/acs.joc.9b02042. Epub 2019 Sep 11.

Abstract

Enol ethers are formed by radical decarboxylation of α-alkoxy β-phenylthio acids via the corresponding Barton esters. The phenylthio acids were usually made by the known regioselective reaction of α,β-epoxy acids with PhSH in the presence of InCl3, followed by O-alkylation of the resulting alcohol. In one case, thiol addition to an α,β-unsaturated ethoxymethyl ester was used.

Publication types

  • Research Support, Non-U.S. Gov't