Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes

McLaughlin, Mark and Cooke, Matthew J. (2012) Domino Alkene-Isomerization–Claisen Rearrangement Strategy to Substituted Allylsilanes. The Journal of Organic Chemistry, 77 (4). pp. 2058-2063.

Abstract

A one-pot isomerization–Claisen protocol has been developed for the synthesis of highly substituted allylsilanes. Monosilylated divinyl ethers can be isomerized using a cationic iridium(I) catalyst followed by a thermal Claisen rearrangement to provide the allylsilanes in excellent yields and diastereoselectivities.