AN EFFICIENT STEREOSELECTIVE SYNTHESIS OF ENANTIOMERICALLY PURE MONO-O-HEXADECYL-BETA-D-GLUCOSYLGLYCEROL AND DI-O-HEXADECYL-BETA-D-GLUCOSYLGLYCEROL ETHERS BY EPOXIDATION OF AN ALLYL BETA-D-GLUCOPYRANOSIDE ASYMMETRICALLY INDUCED BY THE GLUCIDE MOIETY

Authors
BELLUCCI G CATELANI G CHIAPPE C DANDREA F GRIGO G
Citation
G. Bellucci et al., AN EFFICIENT STEREOSELECTIVE SYNTHESIS OF ENANTIOMERICALLY PURE MONO-O-HEXADECYL-BETA-D-GLUCOSYLGLYCEROL AND DI-O-HEXADECYL-BETA-D-GLUCOSYLGLYCEROL ETHERS BY EPOXIDATION OF AN ALLYL BETA-D-GLUCOPYRANOSIDE ASYMMETRICALLY INDUCED BY THE GLUCIDE MOIETY, Tetrahedron : asymmetry, 8(5), 1997, pp. 765-773
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
5
Year of publication
1997
Pages
765 - 773
Database
ISI
SICI code
0957-4166(1997)8:5<765:AESSOE>2.0.ZU;2-J
Abstract
1-O-Hexadecyl and -hexadecyl-3-O-(beta-D-glucopyranosyl)-sn-glycerol e thers were obtained by regiospecific opening of the oxirane ring of th e 2',3'-epoxypropyl O-acetyl-3,4,6-tri-O-benzyl-beta-D-glucopyranoside synthetized by stereoselective epoxidation of the corresponding allyl 3,4,6-tri-O-benzyl-beta-D-glucopyranoside asymmetrically induced by t he glucide moiety. (C) 1997 Published by Elsevier Science Ltd.