Treatment of 2′,3′-dideoxydidehydro carbocyclic nucleosides 5–9 with N-bromoacetamide in AcOH gives bromoesters 10–14 with good stereocontrol: debromination and hydrolysis furnishes 2′-deoxy carbocyclic nucleosides, e.g. 22.
J. V. Barkley, A. Dhanda, M. Nielsen, S. M. Roberts, L. J. S. Knutsen and D. R. Varley, Chem. Commun., 1998, 1117 DOI: 10.1039/A801759J
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