A mechanism for the 1,2-sulfide migration is proposed involving an episulfonium ion intermediate.

Paper

Silylene transfer to allylic sulfides: formation of substituted silacyclobutanes.

Published in The Journal of organic chemistry

Citations: 15

2010

Full text

Abstract

Silylene transfer to allylic sulfides results in a formal 1,2-sulfide migration. The rearrangement yields substituted silacyclobutanes, not the expected silacyclopropanes. The silacyclobutanes were elaborated by insertions of carbonyl compounds selectively into one carbon-silicon bond. A mechanism for the 1,2-sulfide migration is proposed involving an episulfonium ion intermediate.

Authors

B. J. Ager, Laura E. Bourque, Kay M. Buchner

Journal

The Journal of organic chemistry

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