Oxidative β-Halogenation of Alcohols: A Concise and Diastereoselective Approach to Halohydrins

Published as part of the 30 Years SYNLETT – Pearl Anniversary Issue

Abstract

β-Halohydrins bearing transformable halo- and hydroxyl groups, are easily converted into various valuable blocks in organic and pharmaceutical synthesis. A diastereoselective β-halogenation of benzylic alcohols was achieved under simple and low-cost conditions, which provided a direct synthesis of β-halohydrins. The simple reaction conditions, easily available reagents, high diastereoselectivities, and additional oxidant-free make this reaction very attractive and practical.

Key words

halogenation - alcohols - dimethyl sulfoxide - halohydrins - oxidation

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