PREPARATION OF HOMOCHIRAL (S)-1-(2-FURYL)ETHANOL AND (R)-1-(2-FURYL)ETHANOL BY LIPASE-CATALYZED TRANSESTERIFICATION

Authors
KAMINSKA J GORNICKA I SIKORA M GORA J
Citation
J. Kaminska et al., PREPARATION OF HOMOCHIRAL (S)-1-(2-FURYL)ETHANOL AND (R)-1-(2-FURYL)ETHANOL BY LIPASE-CATALYZED TRANSESTERIFICATION, Tetrahedron : asymmetry, 7(3), 1996, pp. 907-910
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
3
Year of publication
1996
Pages
907 - 910
Database
ISI
SICI code
0957-4166(1996)7:3<907:POH(A(>2.0.ZU;2-1
Abstract
1-(2-Furyl)ethanol 1 was resolved by irreversible transesterification with vinyl acetate using Lipozyme IM or Porcine Pancreas Lipase (PPL) in an organic solvent. (S)-alcohol (99% e.e.) was obtained in 80-85% y ield using Lipozyme IM in carbon tetrachloride while (R)-1-(2-furyl)et hyl acetate (96% e.e.) in 75-80% yield resulted from transesterificati on using Lipozyme IM in hexane or PPL in tetrahydrofuran. (C) 1996 Els evier Science Ltd