Tetrahedron p. 10241 - 10248 (1996)
Update date:2022-08-17
Topics:
Alberti, Angelo
Della Bona, Maria A.
Macciantelli, Dante
Pelizzoni, Francesca
Sello, Guido
Torri, Giangiacomo
Vismara, Elena
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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