Synthesis of (±)-1,2,3-triazolo-30-deoxy-40-hydroxymethyl carbanucleosides via ‘click’ cycloaddition

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

J. Broggi, N. Joubert, S. Díez-González, S. Berteina-Raboin, T. Zevaco, S. P. Nolan, L. A. Agrofoglio

Tetrahedron 2009, 65, 1162-1170

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