Structure and reactivity of glycosides: IV. Koenigs-Knorr synthesis of aryl β-D-glucopyranosides using phase-transfer catalysts

AE Pavlov, VM Sokolov, VI Zakharov

Index: Pavlov; Sokolov; Zakharov Russian Journal of General Chemistry, 2001 , vol. 71, # 11 p. 1811 - 1814

Full Text: HTML

Citation Number: 5

Abstract

Abstract A series of acetylated aryl β-D-glucopyranosides were prepared in 12-63% yields from tetra-O-acetyl-α-D-glycopyranosyl bromide and phenols containing acyl, formyl, and hydroxy substituents, and also from sterically hindered phenols in the two-phase system chloroform-aqueous alkali in the presence of triethylbenzylammonium chloride. Hydroxyethylated sucrose and dibenzo-18-crown-6 do not behave as phasetransfer ...