Synthetic Communications®

Novel Iodine Reagent System for Regioselective Cleavage of Epoxides to Alcohols

VN Telvekar, RA Rane

Index: Telvekar, Vikas N.; Rane, Rajesh A. Synthetic Communications, 2010 , vol. 40, # 14 p. 2108 - 2112

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Abstract

The reductive cleavage of epoxides to alcohols is one of the most important reactions in organic synthesis. In principle, an unsymmetrical alkyl-substituted epoxide can produce the more substituted carbinol by reduction of epoxides with nucleophilic hydride transferring reagents or less substituted alcohol with elcetrophilic hydride reagents, [ 1-5 View all references ] depending on the cleavage of the C–O bond to the less-substituted or more-substituted carbon atom. Drawbacks of ...