Stereoselective preparation of dienol phosphates from alpha,beta-ethylenic aldehydes.

J Org Chem

Laboratoire de Synthèse Organique Sélective et de Chimie Organométallique, UMR 8123 CNRS-UCP-ESCOM, 5, mail Gay-Lussac, Neuville s/Oise, F-95092 Cergy-Pontoise, France.

Published: September 2008

The first stereoselective method of preparation of (E)-dienol phosphates from alpha,beta-ethylenic aldehydes is described. The key point is the stereoselective enolization of conjugated alkenals by potassium tert-butoxide in the presence of N-methylpyrrolidinone (NMP).

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http://dx.doi.org/10.1021/jo800865zDOI Listing

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