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

Stuart Lang, Richard Taylor

Research output: Contribution to journalLetter

11 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)5489-5492
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number31
DOIs
Publication statusPublished - 31 Jul 2006

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Phosphoranes
Alcohols
Carbonyl compounds
Oxidation
Acetaldehyde

Keywords

  • tandem
  • oxidation-wittig-wittig sequences
  • preparation
  • functionalised dienoates

Cite this

Lang, Stuart ; Taylor, Richard. / Tandem oxidation-Wittig-Wittig sequences for the preparation of functionalised dienoates. In: Tetrahedron Letters. 2006 ; Vol. 47, No. 31. pp. 5489-5492.
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Tandem oxidation-Wittig-Wittig sequences for the preparation of functionalised dienoates. / Lang, Stuart; Taylor, Richard.

In: Tetrahedron Letters, Vol. 47, No. 31, 31.07.2006, p. 5489-5492.

Research output: Contribution to journalLetter

TY - JOUR

T1 - Tandem oxidation-Wittig-Wittig sequences for the preparation of functionalised dienoates

AU - Lang, Stuart

AU - Taylor, Richard

PY - 2006/7/31

Y1 - 2006/7/31

N2 - 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.

AB - 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.

KW - tandem

KW - oxidation-wittig-wittig sequences

KW - preparation

KW - functionalised dienoates

U2 - doi: 10.1016/j.tetlet.2006.05.162

DO - doi: 10.1016/j.tetlet.2006.05.162

M3 - Letter

VL - 47

SP - 5489

EP - 5492

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 31

ER -