Chemistry Letters

A new method for nucleophilic oxymethylation using. ALPHA.-alkoxysilanes. Synthesis of unsymmetrical 1, 2-diols.

O Tsuge, S Kanemasa, H Nagahama, J Tanaka

Index: Tsuge, Otohiko; Kanemasa, Shuji; Nagahama, Hideki; Tanaka, Junji Chemistry Letters, 1984 , p. 1803 - 1806

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Abstract

Desilylation of α-alkoxysilanes offers the convenient generation of carbinyl carbanions which react with a variety of carbonyl compounds giving mono-protected 1, 2-diols of unsymmetrical type. Dehydration of these unsymmetrical diols leads to the regioselective formation of methyl ketones.