Tetrahedron: Asymmetry

The Ru-catalyzed enantioselective preparation of chiral halohydrins and their application in the synthesis of (R)-clorprenaline and (S)-sotalol

C Lu, Z Luo, L Huang, X Li

Index: Lu, Chuanjun; Luo, Zonghua; Huang, Ling; Li, Xingshu Tetrahedron Asymmetry, 2011 , vol. 22, # 7 p. 722 - 727

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Citation Number: 19

Abstract

Abstract The asymmetric transfer hydrogenation of a series of halo-substituted aryl methyl ketones, including those substituted in both α-methyl and aryl rings, was studied for the preparation of chiral halohydrins. Up to 99.7% ee was obtained with 2-chloro-1-(2- chlorophenyl) ethanone as the substrate and Ru-CsDPEN as the catalyst in an HCOONa/H 2 O system.(R)-Clorprenaline, a drug used in the treatment of respiratory disorders, such ...