Synthesis of optically active beta-benzyl-gamma-butyrolactone through lipase-catalyzed kinetic resolution

Authors
Caro, Y Masaguer, CF Ravina, E
Citation
Y. Caro et al., Synthesis of optically active beta-benzyl-gamma-butyrolactone through lipase-catalyzed kinetic resolution, TETRAHEDR-A, 12(12), 2001, pp. 1723-1726
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
12
Year of publication
2001
Pages
1723 - 1726
Database
ISI
SICI code
0957-4166(20010716)12:12<1723:SOOABT>2.0.ZU;2-F
Abstract
The lipase-catalyzed kinetic resolution of the racemic gamma -hydroxy ester 2, coupled with subsequent acid-mediated cyclization, is an effective meth od for the synthesis of both enantiomers of beta -benzyl-gamma -butyrolacto ne 1. This enzymatic process affords the product with high enantiomeric exc ess under mild reaction conditions and does not require optically active st arting materials. (C) 2001 Elsevier Science Ltd. All rights reserved.