The mechanism of the hydrolysis of glycofuranosides
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 185-189
- https://doi.org/10.1039/j29670000185
Abstract
The mechanism of the acid-catalysed hydrolysis of a series of aldofuranosides has been investigated. These reactions are shown to involve glycosyl–oxygen fission and an initial rapid proton-transfer. The entropies of activation, which are all negative, are interpreted in terms of either a bimolecular displacement of MeOH or EtOH by H2O, or a mechanism involving ring-opening.Keywords
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