Abstract
| - Cyclic sulfates of N- and C-nucleosides (d-ribo and d-erythro configurations, respectively) are usedto prepare 3‘-fluoro and 3‘-azido d-xyloN-nucleosides and l-threoC-nucleosides. The reduction ofthe 3‘-azido C-nucleosides (furan, imidazoline-2-thione, and pyrrole derivatives) gives 3‘-aminoC-nucleosides, which, by reaction with thiocarbonyldiimidazole, are transformed into 3‘-isothiocyanato C-nucleosides. Reaction of the 3‘-amino with the 3‘-isothiocyanato C-nucleosides givesthioureylene di-C-nucleosides, a type of nucleotide analogue with a nonionic bridge isosteric of thephosphate group.
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