European journal of organic chemistry

An Asymmetric Biaryl Suzuki Cross??Coupling Reaction: Stereogenic Benzylic Carbinols as Chiral Auxiliaries

PE Broutin, F Colobert

Index: Broutin, Pierre-Emmanuel; Colobert, Francoise European Journal of Organic Chemistry, 2005 , # 6 p. 1113 - 1128

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Citation Number: 14

Abstract

Abstract Asymmetric biaryl Suzuki coupling reactions were performed with various aryl-or naphthylhalide-bearing enantiomerically pure benzylic alcohols and aryl-or naphthylboronic acids (or esters). The stereogenic benzylic alcohol was introduced by diastereoselective reduction of the arylhalide bearing a β-keto sulfoxide. In the presence of Pd (OAc) 2/CsF and dppf or PPh 3 excellent yields and atropodiastereoselectivities were obtained. The ...