The synthesis of the alkaloid epibatidine {exo-2-(2-chloro-5-pyridyl)-7-azabicyclo[2.2.1]heptane} in enantiomeric form involving, as the critical step, reaction or 5-lithio-2-chloropyridine with N-tert-butoxycarbonyl-7-azabicyclo[2.2.1]heptan-2-one is described.
S. R. Fletcher, R. Baker, M. S. Chambers, S. C. Hobbs and P. J. Mitchell, J. Chem. Soc., Chem. Commun., 1993, 1216 DOI: 10.1039/C39930001216
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