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- W2178642526 abstract "1-C-(4,6-O-Benzylidene-β-D-glucopyranosyl) acetone has been studied in a catalytic system consisting of triethylamine-p-dimethylaminopyridine (TEA-DMAP) in the presence of a number of esterification reagents in dichloromethane. It was found that all-protected and monoprotected products form simultaneously. However, the regioselectivity tends to favor the 3-substituted derivative. Structural parameters have been determined by 1H NMR, 13C NMR, 1H-1H correlation spectroscopy, and elemental analysis. Furthermore, a possible mechanism for the formation of intramolecular hydrogen-bond networks between the carbonyl group and 2-OH was described. The energy changes of the transition state in this reaction, as determined by a molecular modelling study, provided further evidence to assign the relative reactivities of each individual hydroxyl group." @default.
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- W2178642526 date "2015-11-17" @default.
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- W2178642526 title "Regioselective Monoesterification Study of the Diol in 1-C-(4,6-O-Benzylidene-β-D-glucopyranosyl) Acetone" @default.
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- W2178642526 doi "https://doi.org/10.1080/00397911.2015.1093143" @default.
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