ELECTROCHEMICAL REDUCTION OF HALOGENOSUGARS ON SILVER - A NEW APPROACH TO C-DISACCHARIDE-LIKE MIMICS

Authors
GUERRINI M MUSSINI P RONDININI S TORRI G VISMARA E
Citation
M. Guerrini et al., ELECTROCHEMICAL REDUCTION OF HALOGENOSUGARS ON SILVER - A NEW APPROACH TO C-DISACCHARIDE-LIKE MIMICS, Chemical communications, (15), 1998, pp. 1575-1576
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
15
Year of publication
1998
Pages
1575 - 1576
Database
ISI
SICI code
1359-7345(1998):15<1575:EROHOS>2.0.ZU;2-Z
Abstract
Electrochemical reduction on silver of tri-O-acetyl-alpha-D-fucopyrano syl bromide 3 affords (1 --> 1')-linked C-disaccharide-like mimics 6-8 ; reduction of propylidene-6-deoxy-6-iodo-alpha-D-galactopyranose 5 pr ovides 1,2:3,4-di-O-isopropylidene-6'-deoxy-6-(1',2', : ha-D-galactopy ranos-6'-yl)-alpha-D-galactopyranose 9; simultaneous reduction of 5 an d tetra-O-acetyl-alpha-D-glucopyranosyl bromide 1 or tri-O-acetyl-alph a-L-fucopyranosyl bromide 4 gives 9 and methylene-bridged C-disacchari de-like mimics 11, 12 or 13, 14, respectively.