Reliable method for the synthesis of aryl beta-D-glucopyranosides, using boron trifluoride-diethyl ether as catalyst

Autor:	Smits, E, Engberts, JBFN, Kellogg, RM, vanDoren, HA
Přispěvatelé:	Molecular Inorganic Chemistry
Jazyk:	angličtina
Rok vydání:	1996
Předmět:	GLYCOSIDES DERIVATIVES GLUCOSIDE GLYCOSYLATION SILVER PERCHLORATE MESOGENS LEWIS-ACIDS CHLORIDE SERIES SUGARS
Zdroj:	Journal of the Chemical Society-Perkin Transactions 1, 2873-2877. ROYAL SOC CHEMISTRY ISSUE=24;STARTPAGE=2873;ENDPAGE=2877;ISSN=0300-922X;TITLE=Journal of the Chemical Society-Perkin Transactions 1
ISSN:	0300-922X
Popis:	Stereospecific formation of aryl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside was achieved by reaction of penta-O-aceeyl-beta-D-glucose 1 with substituted phenols in the presence of boron trifluoride. Yields of the purified products varied from 52-85%. Benzyl alcohol could also be glucosylated using similar conditions. All products were purified by crystallization from ethanol. The purity and the anomeric configuration of the products were determined by means of H-1 and C-13 NMR spectroscopy melting points and optical rotation.
Databáze:	OpenAIRE
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