Chemoenzymatic synthesis of (4S,5R)-5-hydroxy-gamma-decalactone

Authors
Fadnavis, NW Vadivel, SK Sharfuddin, M
Citation
Nw. Fadnavis et al., Chemoenzymatic synthesis of (4S,5R)-5-hydroxy-gamma-decalactone, TETRAHEDR-A, 10(19), 1999, pp. 3675-3680
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
19
Year of publication
1999
Pages
3675 - 3680
Database
ISI
SICI code
0957-4166(19990924)10:19<3675:CSO(>2.0.ZU;2-C
Abstract
Reduction of ethyl 2-hydroxy-3-oxooctanoate with immobilised baker's yeast at pH 4.0 yields anti-2R,3R-dihydroxy ester with high diastereoselectivity and enantioselectivity (de 70%, ee 80%) which is conveniently converted to (4S,5R)-5-hydroxy-gamma-decalactone. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.