Ruthenium-catalyzed Synthesis of 2,3-Unsaturated-N-glycosides via Ferrier Azaglycosylation

Kashyap et al. have reported the ruthenium-catalyzed synthesis of 2,3-unsaturated-N-glycosides via Ferrier azaglycosylation. According to their results, in the presence of ruthenium(III) chloride catalyst, glycals smoothly react with various N-nucleophiles such as sulfonamides, benzamides, and carbamates to afford the corresponding 2,3-unsaturated-N-glycosides in high yields. High α-anomeric selectivity is observed when using N-benzyl or N-phenyl group-substituted sulfonamides. It is expected that this protocol will be useful for constructing N-glycosidic linkages in neoglycoconjugates.