THIOGLYCOSIDES AS POTENTIAL GLYCOSYL DONORS IN ELECTROCHEMICAL GLYCOSYLATION REACTIONS .2. THEIR REACTIVITY TOWARD SUGAR ALCOHOLS

被引：23

作者：

BALAVOINE, G ^{[1
]}

BERTEINA, S ^{[1
]}

GREF, A ^{[1
]}

FISCHER, JC ^{[1
]}

LUBINEAU, A ^{[1
]}

机构：

[1] UNIV PARIS 11,INST CHIM MOLEC ORSAY,CHIM ORGAN MULTIFONCT LAB,CNRS,URA 462,F-91405 ORSAY,FRANCE

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1995年 / 14卷 / 08期

关键词：

D O I：

10.1080/07328309508005407

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Constant potential electrolysis of the glycosyl donors p-methylphenyl 2,3,4,6-tetra-O-benzyl-1 -thio-beta-D-glucopyranoside (1) and p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido- 1-thio-beta-D-glucopyranoside (4) 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. Oxidative coupling of p-methoxyphenyl 2,3,6-tri-O-benzyl-1-thio-beta-L-fucopyranoside (21) with p-methoxybenzyl 4, 6-O-benzylidene-2-deoxy-2-phthalimido-beta-L-fucopyranoside (16) gave selectively the alpha-linked disaccharide 22 in good yield.

引用

页码：1237 / 1249

页数：13

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