Synthetic Approaches to Rare 2-Substituted Purine Nucleosides

Abstract

The syntheses of several novel functional1zed 2-subst1tuted purine nucleosides are described. Key reactions In these transformations Include photolnduced reductive dehalogenatlon, radical deamlnatlon-halogenatlon, and functional1zed carbon-carbon bond formation Involving palladium catalysis. An Interesting ring opening reaction of 2-iodopur1ne nucleoside to an Imidazole derivative under S_RN conditions is mentioned. High-f1eld ¹³C NMR data suggest that the 2-subst1tuted purine nucleosides prefer the anti conformation 1n solution. Biological evaluation of these compounds is currently being carried out.