Organolithium-Induced Synthesis of Unsaturated Diols from Epoxides of Dihydrofurans and Dihydropyrans

David M.  Hodgson; Matthew A. H.  Stent; Francis X.  Wilson

doi:10.1055/s-2002-33112

FEATUREARTICLE

Organolithium-Induced Synthesis of Unsaturated Diols from Epoxides of Dihydrofurans and Dihydropyrans

David M. Hodgson*^a, Matthew A. H. Stent^a, Francis X. Wilson^b
^a Dyson Perrins Laboratory, Department of Chemistry, University of Oxford, South Parks Road, Oxford OX1 3QY, UK, Fax: +44(1865)275674; e-Mail: david.hodgson@chem.ox.ac.uk ;
^b Roche Discovery (Welwyn), 40 Broadwater Road, Welwyn Garden City, Herts AL7 3AY, UK

Abstract

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Abstract

Dihydrofuran and dihydropyran epoxides undergo a stereospecific alkylative double ring-opening with organolithiums to provide a new route to substituted alkenediols.

Key words

epoxides - organolithiums - alkenes - diols - eliminations

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References

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