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Studies on Methylation of Anomeric Hydroxyl Groups Under Phase‐Transfer Catalysed Conditions
Author(s) -
Szeja Wieslaw
Publication year - 1985
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.198500101
Subject(s) - chemistry , anomer , methylation , phase (matter) , anomeric effect , glycoside , organic chemistry , monosaccharide , medicinal chemistry , catalysis , stereochemistry , biochemistry , gene
Reaction derivatives of monosaccharides possessing a free anomeric hydroxyl group with methyl sulfate under phase‐transfer catalysed conditions is described. Under phase‐transfer conditions, which permit equilibrium control, the proportions of α ‐ to β ‐glycosides are determined by the relative acidity of anomers. In the presence of alcohols the proportions of α to β ‐D‐gluco‐ and galactopyranosides have been shifted in favor of the equatorial anomer.