Artículos de revistas
Lipase-catalyzed kinetic resolution of beta-borylated carboxylic esters
Fecha
2012Registro en:
TETRAHEDRON-ASYMMETRY, OXFORD, v. 23, n. 17, pp. 1294-1300, SEP 15, 2012
0957-4166
10.1016/j.tetasy.2012.08.011
Autor
Reis, Joel Savi dos
Andrade, Leandro Helgueira de
Institución
Resumen
The kinetic resolution of chiral beta-borylated carboxylic esters via lipase-catalyzed hydrolysis and transesterification reactions was studied. The enantioselective hydrolysis catalyzed by CAL-B furnished the beta-borylated carboxylic acid with reasonable enantiomeric excess (62% ee), while both methyl and ethyl beta-borylated carboxylic esters were recovered with excellent ee (>99%). Meanwhile, the transesterification reaction of beta-borylated carboxylic esters and several alcohols, catalyzed by CAL-B, only indicated a high selectivity when ethanol and methyl-(beta-pinacolylboronate)-butanoate were used as substrates, which gave ethyl-(beta-pinacolylboronate)-butanoate with >99% ee. (C) 2012 Elsevier Ltd. All rights reserved.