SYNTHESIS OF P-CHIRAL, NON-RACEMIC PHOSPHINYLACETATES VIA ENZYMATIC RESOLUTION OF RACEMATES

Authors
KIELBASINSKI P ZURAWINSKI R PIETRUSIEWICZ KM ZABLOCKA M MIKOLAJCZYK M
Citation
P. Kielbasinski et al., SYNTHESIS OF P-CHIRAL, NON-RACEMIC PHOSPHINYLACETATES VIA ENZYMATIC RESOLUTION OF RACEMATES, Polish Journal of Chemistry, 72(3), 1998, pp. 564-572
Citations number
38
Categorie Soggetti
Chemistry
Journal title
Polish Journal of Chemistry → ACNP
ISSN journal
01375083
Volume
72
Issue
3
Year of publication
1998
Pages
564 - 572
Database
ISI
SICI code
0137-5083(1998)72:3<564:SOPNPV>2.0.ZU;2-E
Abstract
A series of racemic methyl phosphinylacetates was hydrolyzed in tile p resence of porcine liver esterase (PLE) under the kinetic resolution c onditions to give the corresponding P-chiral phosphinylacetic acids an d recovered esters in high enantiomeric purity (72-100% ee). The Jones ' active site model was applied to explain the enantioselectivity of t his reaction.