REACTION OF PENTA-O-BENZOYL-β-D-GLUCOPYRANOSE WITH TITANIUM TETRACHLORIDE AND PREPARATION OF COMPLEXES OF PERACYLATED, MIXED ESTERS OF GLUCOSE

Article abstract of DOI:10.1016/S0008-6215(00)85703-1

Preparative experiments and kinetic measurements have shown that penta-O-benzoyl-β-D-glucopyranose reacts istantaneously with titanium tetrachloride to give tetra-O-benzoyl-β-D-glucosyl chloride, which is anomerized to the α isomer by the catalytic action of benzoyloxytitanium trichloride, formed in the reaction as a byproduct.Experiments with mixed acetic-benzoic esters indicate that complex formation, essential for the reaction to occur, takes place selectively, probably at the acyl group in position 1.