Volume 20, Issue 18
Preparative Organic Chemistry
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ChemInform Abstract: erythro-Directive Reduction of α-Substituted Alkanones by Means of Hydrosilanes in Acidic Media.

M. FUJITA

M. FUJITA

Sagami Chem. Res. Cent., Sagamihara, Kanagawa 229, Japan

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T. HIYAMA

T. HIYAMA

Sagami Chem. Res. Cent., Sagamihara, Kanagawa 229, Japan

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First published: May 2, 1989

Abstract

Reduction of α-amino and α-oxy ketones and of β-keto acid derivatives, e.g. the compounds (I), with dimethylphenylsilane in TFA proceeds stereoselectively to give the corresponding erythro-alcohols, e.g. (II).

ChemInform Abstract

Reduction of α-amino and α-oxy ketones and of β-keto acid derivatives, e.g. the compounds (I), with dimethylphenylsilane in TFA proceeds stereoselectively to give the corresponding erythro-alcohols, e.g. (II). In addition, the hydrosilane/TFA system reduces the imines and oximes (III), yielding the amines (IV).

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