Comparative photohalogenation of phenylglucopyranoside and its oxidation derivatives

Article abstract of DOI:10.1016/S0040-4039(00)88744-4

The photobrominations of the peracetylated phenyl thio-1-β-D-glucopyranoside and of the corresponding sulphoxides and sulphone have been investigated. The differences observed in both substrate reactivity and substitution regioselectivity indicate an easier homolysis of the anomeric C-H bond in the thioglycoside.