Tetrahedron: asymmetry

Asymmetric reduction using (R)-MeCBS and determination of absolute configuration of para-substituted 2-fluoroarylethanols

E Fuglseth, E Sundby, P Bruheim, BH Hoff

Index: Fuglseth, Erik; Sundby, Eirik; Bruheim, Per; Hoff, Bard Helge Tetrahedron Asymmetry, 2008 , vol. 19, # 16 p. 1941 - 1946

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Citation Number: 16

Abstract

The asymmetric reduction of eight α-fluoroacetophenones has been investigated using (R)- MeCBS as a catalyst in various media. Based on a solvent screen, 1, 2-dimethoxyethane, diethyl ether and dichloromethane were used in reductions of the α-fluoroacetophenones. The enantiomeric excess of the products depended on the solvent and the electronic character of the aromatic substituents. Higher enantioselectivity and less solvent ...