Synthesis of optically active 4,5-dihydroisoxazolecarboxylic acids

Authors
Zadrozna, I Kurkowska, J Makuch, I
Citation
I. Zadrozna et al., Synthesis of optically active 4,5-dihydroisoxazolecarboxylic acids, B POL CHEM, 47(2), 1999, pp. 111-118
Citations number
17
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE POLISH ACADEMY OF SCIENCES-CHEMISTRY
ISSN journal
02397285 → ACNP
Volume
47
Issue
2
Year of publication
1999
Pages
111 - 118
Database
ISI
SICI code
0239-7285(1999)47:2<111:SOOA4A>2.0.ZU;2-W
Abstract
A series of regioisomers of 4,5-dihydroisoxazolecarboxylates have been synt hesized in the 1,3-dipolar intermolecular cycloaddition and subjected to en zymatic hydrolysis by alpha-chymotrypsin from bovine pancreas (type IT) and to microbial hydrolysis by an Aspergillus niger fungus. For some compounds this hydrolysis time led to the obtaining of a racemic mixture, and for ot hers the reaction was enantioselective.