We explored the post-functionalization of C2-allylated sugars to demonstrate their versatility as synthetic intermediates for preparing unnatural carbohydrate derivatives. For example, palladium-catalyzed hydrogenation reduces the terminal alkene and generates the C2-alkylated product 10a in 78% yield. Ozonolysis of the olefin affords C2-ketonylation derivative 10b in 71% yield. Additionally, Nand S-glycosylation proceeded smoothly and afforded the desired products 10c and 10d in 77% and 60% yield, respectively (Scheme 4).