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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 2
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Original Articles

Asymmetric Induction From Ethyl Lactate in the Reduction of Acetophenone to Phenylethanol

Pages 175-180 | Received 23 May 2005, Published online: 15 Aug 2006
 

Abstract

Ethyl lactate was used for the first time as a solvent for acetophenone reduction to phenylethanol by borane and sodium tetrahydridoborate. Moderate enantiomeric excess was obtained with the pure reducing agents that could be improved up to 46% by employing stoichiometric amounts of the Lewis acid ZnCl2. These are the highest e.e. values published for solvent‐induced chiral synthesis.

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