Chemistry Letters

Facile Synthesis of Optically Active Tertiary Alcohol Building Blocks by Stereospecific CH Insertion Reaction of Dichlorocarbene with Secondary Alcohol Derivatives.

Y Masaki, H Arasaki, M Shiro

Index: Masaki, Yukio; Arasaki, Hideki; Shiro, Motoo Chemistry Letters, 2000 , # 10 p. 1180 - 1181

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Citation Number: 11

Abstract

Stereospecific C–H insertion of dichlorocarbene generated from a system CHCl 3/50% NaOH/cetyltrimethylammonium chloride (as a PTC) proceeded at the carbinol carbon in the reaction of chiral secondary alcohol derivatives to provide α-dichloromethylated tertiary alcohol derivatives with complete retention of configuration.