Synthesis of epibatidine isomers: endo-5-and 6-(6 '-chloro-3 '-pyridyl-2-azabicyclo[2.2.1]heptanes

Authors
Cox, CD Malpass, JR Gordon, J Rosen, A
Citation
Cd. Cox et al., Synthesis of epibatidine isomers: endo-5-and 6-(6 '-chloro-3 '-pyridyl-2-azabicyclo[2.2.1]heptanes, J CHEM S P1, (19), 2001, pp. 2372-2379
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
19
Year of publication
2001
Pages
2372 - 2379
Database
ISI
SICI code
1472-7781(20011007):19<2372:SOEIE6>2.0.ZU;2-U
Abstract
Synthesis of the title;compounds is described; detailed NMR data are provid ed in support of the proposed stereostructures. The 5- and 6-endo-compounds show high selectivity for alpha4 beta2 versus alpha7 nAChR subtypes; in co ntrast, the exo-stereoisomers show comparatively weak affinity at both subt ypes.