Collect. Czech. Chem. Commun. 1988, 53, 633-637
https://doi.org/10.1135/cccc19880633

Reactivity of hydroxyl groups of 1,6 : 2,3- and 1,6 : 3,4-dianhydrido-β-D-hexapyranoses in methylation with iodomethane

Stanislav Sámeka, Tomáš Trnkab and Miloslav Černýb

a Institute for Research, Production and Application of Radioisotopes, 102 27 Prague 10
b Department of Organic Chemistry, Charles University, 128 40 Prague 2

Abstract

Relative rate constants for reaction of 1,6 : 2,3- and 1,6 : 3,4-dianhydro-β-D-hexapyranoses with iodomethane in acetonitrile in the presence of silver oxide were measured. Their values, ranging from 1 to 8.6 were interpreted on the basis of polar and steric effects and intramolecular hydrogen bonds.