Chemoenzymatic synthesis of chiral isoxazole derivatives

M De Amici, C De Micheli, G Carrea…

Index: Amici, Marco De; Micheli, Carlo De; Carrea, Giacomo; Spezia, Sandro Journal of Organic Chemistry, 1989 , vol. 54, # 11 p. 2646 - 2650

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Citation Number: 66

Abstract

The synthesis of the two enantiomers of 1-(3-bromo-5-isoxazoly1)-2-(tert-butylamino) ethanol (l), a potent and selective &adrenergic stimulant, has been efficiently accomplished by enzyme-catalyzed transformations. The absolute configurations are attributed to (+)-and (- )-1 by correlation with@)-3-butyn-2-01. The S enantiomer was prepared in> 98% enantiomeric excess by reducing a-bromo ketone 4 in the presence of alcohol ...