REACTIVITY OF GLUCOSYL RADICAL IN THE PRESENCE OF PHENOLS

Glucosyl radicals from the photoreaction of alpha-bromo-2,3,4,6-tetra- O-acetylglucose (ABG) with hexabutylditin react with phenols. 4-H3COC6 H4O. was identified by means of EPR spectroscopy in the case of 4-meth oxyphenol, and the corresponding alpha-O-glucoside was isolated along with 1- and 2-deoxysugars and the dimers of glucosyl radical. The pres ent results are consistent with the formation of alpha-O-glucosides ob served in the electrochemical reaction of ABG and phenols, although in this case the dimers represent the main reaction products. Copyright (C) 1996 Published by Elsevier Science Ltd