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Org Lett. 2011 Jun 17;13(12):3142-5. doi: 10.1021/ol201043d. Epub 2011 May 25.

In situ generation of the Coates catalyst: a practical and versatile catalytic system for the carbonylation of meso-epoxides.

Organic letters

Prasad Ganji, David J Doyle, Hasim Ibrahim

Affiliations

  1. Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland.

PMID: 21612284 DOI: 10.1021/ol201043d

Abstract

A highly active catalytic system for the carbonylation of meso- and terminal epoxides to β-lactones is described. The active catalyst, analogous to Coates' catalyst, is generated in situ from commercially available (TPP)CrCl and Co(2)(CO)(8). This practical system circumvents the preparation of air sensitive cobaltate salts, operates at low catalyst loadings, and allows the carbonylation of functionalized, sterically demanding and heterocyclic meso-epoxides.

© 2011 American Chemical Society

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