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Evans–Tishchenko reaction

Disproportionation redox

Overview

The Evans–Tishchenko reaction is the diastereoselective reduction of β-hydroxy ketones to the corresponding 1,3-anti diol monoesters. The reaction employs a Lewis acid, often samarium iodide, and an aldehyde. It was first described in 1990 by David A. Evans and Amir Hoveyda, as a development of the well-known Tishchenko reaction discovered in 1906. The Aldol–Tishchenko reaction provides another potential route to 1,3-diol monoester products.

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