R)-3-HYDROXY-4,4-DIMETHYL-1-PHENYL-2-PYRROLIDINONE AND S)-3-HYDROXY-4,4-DIMETHYL-1-PHENYL-2-PYRROLIDINONE BY LIPASE-CATALYZED RESOLUTION OFTHE RACEMIC-MIXTURE - NEW CHIRAL AUXILIARIES RELATED TO PANTOLACTONE

Authors
CAMPS P GIMENEZ S FONTBARDIA M SOLANS X
Citation
P. Camps et al., R)-3-HYDROXY-4,4-DIMETHYL-1-PHENYL-2-PYRROLIDINONE AND S)-3-HYDROXY-4,4-DIMETHYL-1-PHENYL-2-PYRROLIDINONE BY LIPASE-CATALYZED RESOLUTION OFTHE RACEMIC-MIXTURE - NEW CHIRAL AUXILIARIES RELATED TO PANTOLACTONE, Tetrahedron : asymmetry, 6(4), 1995, pp. 985-990
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
4
Year of publication
1995
Pages
985 - 990
Database
ISI
SICI code
0957-4166(1995)6:4<985:RAS>2.0.ZU;2-W
Abstract
(R)- and S)-3-Hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone (R)- and ( S)-1 have been prepared by lipase-catalyzed enantioselective acetylati on of (S)-1 from rac-1 with vinyl acetate. Controlled hydrolysis of th e acetate (S)-2 gave (S)-1. The configuration of (R)-1 and its p-bromo benzoate (R)-3 were established by X-ray diffraction analysis.