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Racemic exo-epiboxidine 3, endo-epiboxidine 6, and the two unsaturated epiboxidine-related derivatives 7 and 8 were efficiently prepared taking advantage of a palladium-catalyzed Stille coupling as the key step in the reaction sequence. The target compounds were assayed for their binding affinity at neuronal α4β2 and α7 nicotinic acetylcholine receptors. Epiboxidine 3 behaved as a high affinity α4β2...
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