Synlett 2008(5): 649-652  
DOI: 10.1055/s-2008-1042799
LETTER
© Georg Thieme Verlag Stuttgart · New York

In Situ Generation of Ylides for Tandem Oxidation-Olefination Reactions of Unactivated Diols

David J. Phillips, Andrew E. Graham*
School of Engineering, Swansea University, Singleton Park, Swansea, SA2 8PP, UK
Fax: +44(1792)295747; e-Mail: A.E.Graham@swan.ac.uk;
Further Information

Publication History

Received 20 September 2007
Publication Date:
26 February 2008 (online)

Abstract

An efficient desymmetrization of diols is achieved using phosphonium salts which undergo deprotonation in the presence of a hindered amine base and manganese dioxide to produce α,β-unsaturated hydroxy esters in good yields.

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Phillips, D. J.; Graham, A. E. unpublished results.