SYNTHESIS OF )-(S)-2-HYDROXYMETHYL-2,3-DIHYDRO-1,4-BENZODIOXINE BY ENZYME-CATALYZED RESOLUTION IN ORGANIC MEDIA

Authors
MAULEON D LOBATO C CARGANICO G
Citation
D. Mauleon et al., SYNTHESIS OF )-(S)-2-HYDROXYMETHYL-2,3-DIHYDRO-1,4-BENZODIOXINE BY ENZYME-CATALYZED RESOLUTION IN ORGANIC MEDIA, Journal of heterocyclic chemistry, 31(1), 1994, pp. 57-59
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
1
Year of publication
1994
Pages
57 - 59
Database
ISI
SICI code
0022-152X(1994)31:1<57:SO)BE>2.0.ZU;2-N
Abstract
The chiral primary alcohol 2-hydroxymethyl-2,3-dihydro-1,4-benzodioxin e (1) has been resolved by enantioselective acetylation in vinyl aceta te solution, using Pseudomonas sp. Amano PS lipase. Enantiomers (-)-S- 1 (99% ee) and (+)-R-1 (72% ee) were obtained in 45 and 65% yield, res pectively.