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Synlett 2008(5): 649-652
DOI: 10.1055/s-2008-1042799
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
Further Information
Received
20 September 2007
Publication Date:
26 February 2008 (online)
Publication History
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.
Key words
diol desymmetrization - in situ ylide generation - α,β-unsaturated hydroxy esters - lactone formation
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References
Phillips, D. J.; Graham, A. E. unpublished results.