Tetrahedron: Asymmetry

Polymer-supported chiral sulfonamide catalyzed one-pot reduction of β-keto nitriles: a practical synthesis of (R)-fluoxetine and (R)-duloxetine

G Wang, X Liu, G Zhao

Index: Wang, Guangyin; Liu, Xingshun; Zhao, Gang Tetrahedron Asymmetry, 2005 , vol. 16, # 10 p. 1873 - 1879

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Citation Number: 66

Abstract

Enantioselective reduction of β-keto nitriles to optically active 1, 3-amino alcohols has been carried out in one step using an excess of borane–dimethyl sulfide complex as a reductant and a polymer-supported chiral sulfonamide as a catalyst with moderate to high enantioselectivity. The facile and enantioselective method to prepare optically active 1, 3- amino alcohols to be converted into 3-aryloxy-3-arylpropylamine-type antidepressant ...

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