LIPASE-CATALYZED ENANTIOMER SELECTIVE HYDROLYSIS OF 1,2-DIOL DIACETATES

Citation
L. Poppe et al., LIPASE-CATALYZED ENANTIOMER SELECTIVE HYDROLYSIS OF 1,2-DIOL DIACETATES, Tetrahedron : asymmetry, 4(10), 1993, pp. 2211-2217
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
4
Issue
10
Year of publication
1993
Pages
2211 - 2217
Database
ISI
SICI code
0957-4166(1993)4:10<2211:LESHO1>2.0.ZU;2-Y
Abstract
Enantiomer selective hydrolysis of racemic 1,2-diol diacetates (rac-2a -h) was investigated by using the inexpensive commercial porcine pancr eatic lipase. The hydrolysis proceeds with variable regioselectivity b ut with moderate to good enantioselectively yielding a mixture of isom eric monoacetates (3a-h and 4a-h) and unchanged diacetate enantiomers (2a-h). Evidence was found that both monoacetates (3a-h and 4a-h) are formed with the same sense of enantiomer selectivity.