Abstract

Treatment of O-benzyl protected S-glucosyl phosphorothioates with 1,3,5 trimethoxybenzene in the presence of iodine or boron trifluoride etherate led to appropriate aryl C-β-Dglucosides. The reaction of O-benzyl and O-acetyl-protected phosphorothioates of monosaccharides with allyltrimethylsilane, using boron trifluoride etherate as activator, gave mainly or exclusively, the corresponding 3-(α-D- glycopyranosyl)-1-propenes. C-Glucosidation of furan with O-benzyl protected S- glucosyl phosphorothioate in the presence of boron trifluoride etherate afforded (2- furyl)-α-C-glucoside.

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