131193-46-9Relevant academic research and scientific papers
A concise stereoselective synthesis of epibatidine employing conjugate addition to an alkenyl sulfone intermediate as the key step
Giblin, Gerrard M. P.,Jones, Clifford D.,Simpkins, Nigel S.
, p. 589 - 590 (1997)
A new synthesis of racemic epibatidine has been achieved, which involves conjugate addition of a metallated 2-methoxypyridine derivative to a suitably protected azabicyclic alkenyl sulfone as the key step.
2-(Het)aryl-substituted 7-azabicyclo[2.2.1]heptane systems
Otten, Albert,Namyslo, Jan Christoph,Stoermer, Martin,Kaufmann, Dieter E.
, p. 1997 - 2001 (2007/10/03)
Epibatidine (1) is a recently discovered trace alkaloid found in the skin of a Latin-Amencan poisonous frog. Its remarkably high analgetic activity is accompanied by high toxicity. Therefore, in order to tune its biological activity, a convergent and effi
The total synthesis of the analgesic alkaloid epibatidine
Giblin, Gerard M. P.,Jones, Clifford D.,Simpkins, Nigel S.
, p. 3689 - 3697 (2007/10/03)
Several synthetic routes to the analgesic alkaloid epibatidine have been explored. Approaches starting from tropinone, involving either ring-cleavage followed by intramolecular aldol reaction, or Favorskii ring-contraction, were not successful. A successf
A Total Synthesis of (+/-)-Epibatidine
Clayton, Simon C.,Regan, Andrew C.
, p. 7493 - 7496 (2007/10/02)
A total synthesis of the potent non-opiate analgesic alcaloid epibatidine is described, in which the key step is reductive palladium-catalysed Heck-type coupling.The synthesis is concise (two steps from known compounds), highly convergent, and completely sttereoselective for the desired exo-isomer. - Key Words: Epibatidine, Analgesic, Alkaloid, Palladium-catalysed Coupling
Syntheses and Photoelectron Spectra of 7-Azanorbornadiene and Related Compounds. An Analysis with Fragment Orbitals
Altenbach, Hans-Josef,Constant, Dieter,Martin, Hans-Dieter,Mayer, Bernhard,Mueller, Monika,Vogel, Emanuel
, p. 791 - 801 (2007/10/02)
The He(I) photoelectron spectra (PE) of 7-azanorbornane (5), 7-azanorbornene (6), and 7-azanorbornadiene (7) as well as of related urethanes have been recorded.The syntheses of these bicyclic compounds are described in detail.A most convenient analysis of
