Tetrahedron

Synthesis of (±)-1, 2, 3-triazolo-3′-deoxy-4′-hydroxymethyl carbanucleosides via 'click'cycloaddition

…, N Joubert, S Díez-González, S Berteina-Raboin…

Index: Broggi, Julie; Joubert, Nicolas; Diez-Gonzalez, Silvia; Berteina-Raboin, Sabine; Zevaco, Thomas; Nolan, Steven P.; Agrofoglio, Luigi A. Tetrahedron, 2009 , vol. 65, # 6 p. 1162 - 1170

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Citation Number: 27

Abstract

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 1, 3-dipolar Huisgen cycloaddition. With this latter approach, 1, 4-disubstituted and 1, 4, 5-trisubstituted-(±)-[1, 2, 3]-triazolo-3′-deoxy-4′- ...