The synthesis of 1,2,3-triazolo-3′-deoxy-4′-hydroxymethyl carbanucleosides with different reaction conditions and diverse modulations on the heterocycle residues was developed. Heterocycle moieties were efficiently introduced on the pseudo-sugar either via nucleophilic substitution or via Huisgen cycloaddition between the corresponding azide and various terminal or internal alkynes.
Synthesis of (±)-1,2,3-triazolo-30-deoxy-40-hydroxymethyl carbanucleosides via ‘click’ cycloaddition
Tetrahedron 2009, 65, 1162-1170.