INTRAMOLECULAR CYCLIZATION OF PURINE NUCLEOSIDES BY N-HALOGENOSUCCINIMIDES/ACETIC ACID. A MECHANISTIC ASPECT ON THE C(8)-HALOGENATION OF PURINE NUCLEOSIDES

Article abstract of DOI:10.3987/COM-87-4405

Upon treatment with N-halogenosuccinimides in acetic acid, 2',3'-O-isopropylidene purine nucleosides (1) undergo an intramolecular cyclization leading to the corresponding 5'-O,8-cyclopurine nucleosides (2), which strongly suggests that the initial attack