Organic letters

Silylation-based kinetic resolution of monofunctional secondary alcohols

CI Sheppard, JL Taylor, SL Wiskur

Index: Sheppard, Cody I.; Taylor, Jessica L.; Wiskur, Sheryl L. Organic Letters, 2011 , vol. 13, # 15 p. 3794 - 3797

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Citation Number: 42

Abstract

The nucleophilic small molecule catalyst (−)-tetramisole was found to catalyze the kinetic resolution of monofunctional secondary alcohols via enantioselective silylation. Optimization of this new methodology allows for selectivity factors up to 25 utilizing commercially available reagents and mild reaction conditions.