Tetrahedron: Asymmetry

Lipase-catalyzed kinetic resolution of β-borylated carboxylic esters

JS Reis, LH Andrade

Index: Reis, Joel S.; Andrade, Leandro H. Tetrahedron Asymmetry, 2012 , vol. 23, # 17 p. 1294 - 1300

Full Text: HTML

Citation Number: 9

Abstract

The kinetic resolution of chiral β-borylated carboxylic esters via lipase-catalyzed hydrolysis and transesterification reactions was studied. The enantioselective hydrolysis catalyzed by CAL-B furnished the β-borylated carboxylic acid with reasonable enantiomeric excess (62% ee), while both methyl and ethyl β-borylated carboxylic esters were recovered with excellent ee (> 99%). Meanwhile, the transesterification reaction of β-borylated carboxylic esters ...