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Consecutive approach to alkenes that combines radical addition of phosphorus hydrides with Horner-Wadsworth-Emmons-type reactions

Healy, M.P., Parsons, A.F. and Rawlinson, J.G.T. (2005) Consecutive approach to alkenes that combines radical addition of phosphorus hydrides with Horner-Wadsworth-Emmons-type reactions. Organic Letters, 7 (8). pp. 1597-1600. ISSN 1523-7060

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Abstract

Addition of diethyl thiophosphite to terminal alkenes, in the presence of a radical initiator, followed by deprotonation of the phosphonothioate and reaction with a ketone, offers a concise one-pot approach to substituted alkenes. This novel method, which can incorporate alkylation or acylation steps, can be applied to the stereoselective formation of sterically hindered tri- and tetrasubstituted alkenes.

Item Type: Article
Academic Units: The University of York > Chemistry (York)
Depositing User: York RAE Import
Date Deposited: 12 Mar 2009 12:26
Last Modified: 12 Mar 2009 12:26
Published Version: http://dx.doi.org/10.1021/ol050292e
Status: Published
Publisher: The American Chemical Society
Identification Number: 10.1021/ol050292e
URI: http://eprints.whiterose.ac.uk/id/eprint/7126

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