Simple Synthesis of Aromatic β-C-Nucleosides via Coupling of Aryl Grignard Reagents with Sugar Fluorides

The perbenzylated d-ribofuranosyl fluoride is allowed to react with Grignard reagents of aromatic heterocycles such as thiophene, pyrrole, and indole in THF to afford the corresponding β-C-nucleosides in moderate yields. The present process can be also applied to perbenzylated d-glucopyranosyl fluoride and perbenzylated 2-deoxy-d-ribofuranosyl fluoride as sugar donors.