Electrosyntheses of disaccharides from phenyl or ethyl 1-thioglycosides.
Constant current electrolyses of the glycosyl donors phenyl and ethyl 2,3,4,6-tetra-O-benzyl-1-thio-beta-D-glucopyranoside in dry acetonitrile in the presence of various primary and secondary sugar alcohols, performed in an undivided cell, gave beta-linked disaccharide derivatives selectively in good yields. Phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-beta-D-glucopyranoside gave the beta-glucosides exclusively in good to moderate yields.
Mallet
J M
JM
Ecole Normale Supérieure, Laboratoire de Chimie, U.R.A. 1110, Paris, France.
Meyer
G
G
Yvelin
F
F
Jutand
A
A
Amatore
C
C
Sinaÿ
P
P
D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis*; D004572:Electrolysis; D008969:Molecular Sequence Data; D010084:Oxidation-Reduction; D013865:Thioglycosides / Q000737:chemistry*
D004187:Disaccharides; D013865:Thioglycosides