Tetrahedron Letters

Homologation of allylic alcohols. An approach to cyclic and acyclic polyoxygenated compounds

RJ Davoille, DT Rutherford, SDR Christie

Index: Davoille, Ryan J.; Rutherford, David T.; Christie, Steven D. R. Tetrahedron Letters, 2000 , vol. 41, # 8 p. 1255 - 1259

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Citation Number: 38

Abstract

The combination of the Sharpless asymmetric epoxidation reaction with a sulfur ylide mediated synthesis of allylic alcohols from epoxides provides a powerful iterative process for the production of polyoxygenated compounds. The alkene installed in the sulfur ylide reaction has also been used in a number of ring closing metathesis reactions to produce highly oxygenated cyclic compounds.