Greg S. Buenger

Synthesis of 2′,3′-dideoxy-3-isoadenosine: a new structural analogue of the anti-HIV active compound, 2′,3′-dideoxyadenosine

2′,3′-Dideoxy-3-isoadenosine, a unique structural isomer of the anti-HIV compound, 2′,3′-dideoxyadenosine, has been synthesized and biologically evaluated.

Approaches to New Dideoxynucleosides

Abstract The syntheses of novel analogues of purine dl deoxynucleos ides of anti-HIV potential are described. The synthetic approach involved strategic modification of both the carbohydrate and base components of natural and synthetic ribonucleosides.

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 SRN 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.