ASYMMETRIC HYDROLYSIS OF EPOXIDES USING AN IMMOBILIZED ENZYME PREPARATION FROM RHODOCOCCUS SP

Authors
HECHTBERGER P WIRNSBERGER G MISCHITZ M KLEMPIER N FABER K
Citation
P. Hechtberger et al., ASYMMETRIC HYDROLYSIS OF EPOXIDES USING AN IMMOBILIZED ENZYME PREPARATION FROM RHODOCOCCUS SP, Tetrahedron : asymmetry, 4(6), 1993, pp. 1161-1164
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
6
Year of publication
1993
Pages
1161 - 1164
Database
ISI
SICI code
0957-4166(1993)4:6<1161:AHOEUA>2.0.ZU;2-I
Abstract
An enzyme-catalyzed asymmetric hydrolysis of epoxides was achieved usi ng an immobilized crude enzyme preparation derived from Rhodococcus sp . (NOVO SP 409). The mechanism of the reaction was shown to occur in a trans-specific hydrolytic opening via an S(N)2-type of reaction. Depe nding on the substitutional pattern of the substrate, optically active epoxides and 1,2-diols with varying optical purities were obtained (i n one case e.e. 72%).