ENZYME-PROMOTED KINETIC RESOLUTION OF RACEMIC, P-CHIRAL PHOSPHONYL AND PHOSPHORYLACETATES

Authors
KIELBASINSKI P GORALCZYK P MIKOLAJCZYK M WIECZOREK MW MAJZNER WR
Citation
P. Kielbasinski et al., ENZYME-PROMOTED KINETIC RESOLUTION OF RACEMIC, P-CHIRAL PHOSPHONYL AND PHOSPHORYLACETATES, Tetrahedron : asymmetry, 9(15), 1998, pp. 2641-2650
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
15
Year of publication
1998
Pages
2641 - 2650
Database
ISI
SICI code
0957-4166(1998)9:15<2641:EKRORP>2.0.ZU;2-1
Abstract
A series of racemic methyl phosphonyl- and phosphorylacetates were hyd rolyzed in the presence of porcine liver esterase (PLE) under kinetic resolution conditions to give the corresponding P-chiral phosphonyl- a nd phosphorylacetic acids and recovered esters in moderate to high ena ntiomeric purity (up to 95% ee). The Jones PLE active site model was a pplied to explain the enantioselectivity of this reaction. (C) 1998 El sevier Science Ltd. All rights reserved.