Synthesis of N-glycosyl amides is proposed from glycosyl azides. Hexose derivatives stereoselectively formed the β anomer, while xylo derivatives produced a mixture of α (1C4) and β (4C1) anomers. Free galactose derivatives were moderate inhibitors of E. coli β-galactosidase.
A conformational analysis via1H–1H coupling constant calculations showed that davidiin exists as an equilibrium mixture of the BO,3 and 1C4 conformational states, while punicafolin is an equilibrium mixture of the 3S1 and 1C4 conformational states.
A radical-mediated hydrothiolation of 4,5-unsaturated saccharides offers efficient access to S-linked glycosides.
1,6-Trans-manno-cyclosulfamidate 6 inhibits selectively an L310S mutant of Caulobacter GH47 α-D-mannosidase by virtue of its 1C4 conformation and bump-and-hole strategy, enabling allele-specific inhibition within the GH47 α-mannosidase family.
This review highlights the recent progress in palladium-catalyzed C-glycosylation reactions for the synthesis of C-glycosides.