The γ-lactam 9 reacted with bromine in the presence of acetic acid or fluoride ion to give the 6,7-substituted 2-azanorbornan-3-ones 10 or 15 respectively. The latter compounds were converted into the cyclopentylamine derivatives 14 and 16 which represent potentially useful precursors for carbocyclic 3-deoxyribonucleosides.
C. F. Palmer, K. P. Parry and S. M. Roberts, J. Chem. Soc., Perkin Trans. 1, 1991, 484 DOI: 10.1039/P19910000484
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