Regioselective azidation of unprotected or appropriately protected nucleosides was conducted by means of the reagent triphenylphosphine–carbon tetrabromide–lithium azide. By use of this reagent, 5′-azido-5′-deoxynucleosides were prepared conveniently in one step from nucleosides in high yields. Secondary hydroxy-groups of appropriately 5′-protected nucleosides were also converted by the reagent to azido-functions with complete inversion.
I. Yamamoto, M. Sekine and T. Hata, J. Chem. Soc., Perkin Trans. 1, 1980, 306 DOI: 10.1039/P19800000306
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