Glucosyl radicals from the photoreaction of α-bromo-2,3,4,6-tetra-O-acetylglucose (ABG) with hexabutylditin react with phenols. 4-H3-COC6H4O· was identified by means of EPR spectroscopy in the case of 4-methoxyphenol, and the corresponding α-O-glucoside was isolated along with 1- and 2-deoxysugars and the dimers of glucosyl radical. The present results are consistent with the formation of α-O-glucosides observed in the electrochemical reaction of ABG and phenols, although in this case the dimers represent the main reaction products.
Reactivity of glucosyl radical in the presence of phenols / A. Alberti, M. A. Della Bona, D. Macciantelli, F. Pelizzoni, G. Sello, G. Torri, E. Vismara. - In: TETRAHEDRON. - ISSN 0040-4020. - 52:30(1996), pp. 10241-10248.
Reactivity of glucosyl radical in the presence of phenols
G. Sello;
1996
Abstract
Glucosyl radicals from the photoreaction of α-bromo-2,3,4,6-tetra-O-acetylglucose (ABG) with hexabutylditin react with phenols. 4-H3-COC6H4O· was identified by means of EPR spectroscopy in the case of 4-methoxyphenol, and the corresponding α-O-glucoside was isolated along with 1- and 2-deoxysugars and the dimers of glucosyl radical. The present results are consistent with the formation of α-O-glucosides observed in the electrochemical reaction of ABG and phenols, although in this case the dimers represent the main reaction products.
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