Thioglycosides as Potential Glycosyl Donors in Electrochemical Glycosylation Reactions. Part 2: Their Reactivity Toward Sugar Alcohols

Autor:	Aurore Gref, Sabine Berteina, Gilbert Balavoine, André Lubineau, Jean-Claude Fischer
Rok vydání:	1995
Předmět:	chemistry.chemical_compound Glycosylation chemistry Yield (chemistry) Organic Chemistry Disaccharide Organic chemistry Reactivity (chemistry) Oxidative coupling of methane Glycosyl Sugar Acetonitrile Biochemistry
Zdroj:	Journal of Carbohydrate Chemistry. 14:1237-1249
ISSN:	1532-2327 0732-8303
DOI:	10.1080/07328309508005407
Popis:	Constant potential electrolysis of the glycosyl donors p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside (1) and p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (4) in dry acetonitrile in the presence of various primary and secondary sugar alcohols, performed in an undivided cell, gave β-linked disaccharide derivatives selectively in good yields. Oxidative coupling of p-methoxyphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside (2 1) with p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside (16) gave selectively the α-linked disaccharide 22 in good yield.
Databáze:	OpenAIRE
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