Abstract

Fluorination at C-4 of methyl 2-O-benzyl-3, 6-dideoxy-α-D-ribo- and α-arabino-hexopyranosides (1__- and 5__-) using diethylaminosulfur trifluoride (DAST) proceeded with exclusive retention of configuration. But treating the triflates of 1__- and 5__- with tris(dimethylamino)sulfonium difluorotrimethylsilicate(TASF) afforded mostly the configurationally inverted fluorides.

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