Enantioselective synthesis of allenamides via sulfimide [2,3]-sigmatropic rearrangement.

Org Lett

Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK.

Published: April 2009

Chiral allenamides are prepared with high levels of enantiomeric purity by [2,3]-sigmatropic rearrangement of propargylic sulfimides. The required branched propargylic sulfides are prepared by an enantioselective organocatalytic aldehyde alpha-sulfenylation followed by Corey-Fuchs alkynylation.

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Source
http://dx.doi.org/10.1021/ol900146sDOI Listing

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