Synthesis of Purine and Pyrimidine 3‘-Amino-3‘-deoxy- and 3‘-Amino-2‘,3‘-dideoxyxylonucleosides
Synthesis of Purine and Pyrimidine 3'-Amino-3'-deoxy- and 3'-Amino-2',3'-dideoxyxylonucleosides.
Résumé
A general procedure to obtain the 3'-aminoxylonucleosides 13a,b and 17a,b is presented. The synthetic scheme is based on the 5' directed intramolecular nucleophilic substitution at the 3'-activated position of the nucleoside. The approach of the incoming group to this position takes place regio- and stereoselectively from the most hindered face of the nucleoside. The methodology presented is applicable to ribonucleosides and 2'-deoxyribonucleosides, regardless of their nitrogenated base.