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Tandem oxidation-Wittig-Wittig sequences for the preparation of functionalised dienoates

Lang, Stuart and Taylor, Richard (2006) Tandem oxidation-Wittig-Wittig sequences for the preparation of functionalised dienoates. Tetrahedron Letters, 47 (31). pp. 5489-5492. ISSN 0040-4039

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Abstract

A range of functionalised dienes and trienes have been prepared by one-pot processes in which alcohol oxidation is accompanied by in situ Wittig homologation using Trippett's reagent [(triphenylphosphoranylidene)acetaldehyde] followed by addition of a second stabilised phosphorane. This procedure has been applied to alpha-hydroxy carbonyl compounds and activated benzylic alcohols.