Carbohydrate Research

Cation-Exchange resin-catalyzed addition of methanol to benzoylated 1, 5-anhydro-2-deoxy-d-hex-1-enitols

AF Hadfield, AC Sartorelli

Index: Hadfield, Anthony F.; Sartorelli, Alan C. Carbohydrate Research, 1982 , vol. 101, p. 197 - 208

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Citation Number: 26

Abstract

Abstract 1, 5-Anhydro-3, 4, 6-tri-O-benzoyl-2-deoxy-d-arabino-hex-1-enitol (1) was boiled under reflux with methanol and AG 50W-X8 cation-exchange resin. A two-product mixture of glycosides (2 and 3) was obtained in 38% yield, together with 19% of unreacted material. 1, 5-Anhydro-3, 6-di-O-benzoyl-2-deoxy-d-arabino-hex-1-enitol (7) was prepared from 1, 5- anhydro-2-deoxy-d-arabino-hex-1-enitol by selective benzoylation, from which the ...