Straightforward synthesis of alpha,beta-unsaturated thioesters via ruthenium-catalyzed olefin cross-metathesis with thioacrylate

Anthoni W van Zijl; Adriaan J Minnaard; Ben L Feringa

doi:10.1021/jo800879e

Straightforward synthesis of alpha,beta-unsaturated thioesters via ruthenium-catalyzed olefin cross-metathesis with thioacrylate

J Org Chem. 2008 Jul 18;73(14):5651-3. doi: 10.1021/jo800879e. Epub 2008 Jun 18.

Authors

Anthoni W van Zijl¹, Adriaan J Minnaard, Ben L Feringa

Affiliation

¹ Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747AG, Groningen, The Netherlands.

PMID: 18558749
DOI: 10.1021/jo800879e

Abstract

The cross-metathesis reaction of S-ethyl thioacrylate with a variety of olefins is effectively catalyzed by using a ruthenium benzylidene olefin metathesis catalyst. This reaction provides a convenient and versatile route to substituted alpha,beta-unsaturated thioesters, key building blocks in organic synthesis.