Direct Synthesis of 2‑Deoxy-β-Glycosides via Anomeric <i>O</i>‑Alkylation with Secondary Electrophiles

An approach for direct synthesis of biologically significant 2-deoxy-β-glycosides has been developed via <i>O</i>-alkylation of a variety of 2-deoxy-sugar-derived anomeric alkoxides using challenging secondary triflates as electrophiles. It was found a free hydroxyl group at C3 of the 2-deoxy-sugar-derived lactols is required in order to achieve synthetically efficient yields. This method has also been applied to the convergent synthesis of a 2-deoxy-β-tetrasaccharide