Tetrahedron Letters vol. 37, no. 14, pp. 2353 - 2356
SCI; SCIE; SCOPUS
Although cyclic sulfites are less reactive than their cyclic sulfate counterparts, the present work shows that cyclic sulfite 15a is a useful synthon for the convergent synthesis of carbocyclic nucleosides. Target compound 6, which represents a rigid carbocyclic nucleoside mimic of anti-HIV active 9-[2',3'-dideoxy-3'-C-(hydroxyrnethyl)-β-erythro-pentofuranosyl]adenine (3), was obtained after regioselective ring opening of 15a with adenine and radical-induced deoxygenanon of the extra hydroxyl group. Elsevier Science Ltd.