Biocatalysis in Organic Synthesis. 9. Highly Enantioselective Kinetic Resolution of Secondary Alcohols Catalyzed by Acylase.1

Juan Faraldos; Elisa Arroyo; Bernardo Herradón

doi:10.1055/s-1997-796

Synlett 1997; 1997(4): 367-370
DOI: 10.1055/s-1997-796

letter

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Biocatalysis in Organic Synthesis. 9. Highly Enantioselective Kinetic Resolution of Secondary Alcohols Catalyzed by Acylase.¹

Juan Faraldos, Elisa Arroyo, Bernardo Herradón^*

^*Instituto de Química Orgánica General, C. S. I. C., Juan de la Cierva 3, 28006 Madrid, Spain

Abstract

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A new catalytic activity of the enzyme acylase I (AA-I) from Aspergillus species has been found. Although this enzyme had previously been used only in the hydrolysis of N-acylamino acids, we have found that it is a highly efficient catalyst for transesterifications using vinyl esters as acyl donors. The method has been applied to the kinetic resolution of a variety of secondary alcohols.

acylase - transesterification - kinetic resolution - acylating agent - solvent effect

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