Issue 21, 2006
From the journal:

Chemical Communications

Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction

David J. Phillips,a   Kathryn S. Pillinger,a   Wei Li,a   Angela E. Taylora  and  Andrew E. Graham*a  

* Corresponding authors

a Department of Chemistry, University of Wales Swansea, Singleton Park, Swansea, UK
E-mail: A.E.Graham@swan.ac.uk
Fax: 44 (0)1792 295747
Tel: 44 (0)1792 295915

Abstract

Diols are desymmetrized by a tandem oxidation/Wittig olefination to give α,β-unsaturated hydroxy esters without the requirement for protecting group strategies; the α,β-unsaturated hydroxy esters are transformed into dienyl diesters using a second oxidation/Wittig olefination sequence using PCC.

Graphical abstract: Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction

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Article information

DOI
https://doi.org/10.1039/B602329K
Article type
Communication
Submitted
17 Feb 2006
Accepted
28 Mar 2006
First published
28 Apr 2006

Chem. Commun., 2006, 2280-2282

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Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction

D. J. Phillips, K. S. Pillinger, W. Li, A. E. Taylor and A. E. Graham, Chem. Commun., 2006, 2280 DOI: 10.1039/B602329K

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