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- W2009794654 abstract "Acid-catalyzed hydrolysis of a series of eleven alkyl α-d-glucopyranosides has been effected and compared with that of the corresponding series of alkyl β-d-glucopyranosides. The former were hydrolyzed at a lower rate than the latter, and, as a group, the d-glucopyranosides of primary alcohols were hydrolyzed at a lower rate than those of secondary alcohols. No relationship between rate of hydrolysis and steric or electronic effects of the aglycons was found. The activation parameters partially compensated each other. It is suggested that the rate of hydrolysis is primarily a function of the extent of protonation of the glycosidic oxygen atom, and that heterolysis leads, in each case, to a similar, product-like transition-state. The lower rate of hydrolysis (protonation) of alkyl α-d-glucopyranosides is attributed to the reverse anomeric effect." @default.
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- W2009794654 title "Acid-catalyzed hydrolysis of alkyl α-d-glucopyranosides" @default.
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- W2009794654 doi "https://doi.org/10.1016/s0008-6215(00)84945-9" @default.
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