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Article
Use of Atom-transfer Radical Cyclizations as an Efficient Entry into a New Serotonergic Norazaadamantane
Tetrahedron Letters
  • Daniel L. Flynn
  • Daniel Becker, Loyola University Chicago
  • Roger Nosal
  • Daniel Zabrowksi
Document Type
Article
Publication Date
11-24-1992
Publisher Name
Elsevier
Disciplines
Abstract
A route to azanoradamantanes is described which makes use of an atom-transfer radical cyclization to afford 3-azabicyclo[3.3.0]octanes 3A and 3B. Subsequent elaboration of exo-allylamine functionality, followed by cyclization of the endo-hydroxymethyl intermediate 9, affords the new azanoradamantanes 11 and 4. This new azatricyclic system is useful for producing serotonin 5-HT3 antagonists and 5-HT4 agonists.
Comments
Author Posting © Elsevier, 1992. This is the author's version of the work. It is posted here by permission of Elsevier for personal use, not for redistribution. The definitive version was published in Tetrahedron Letters, Volume 33, Issue 48, November 24, 1992. http://dx.doi.org/10.1016/S0040-4039(00)60166-1
Creative Commons License
Creative Commons Attribution-Noncommercial-No Derivative Works 3.0
Citation Information
Daniel L. Flynn, Daniel Becker, Roger Nosal and Daniel Zabrowksi. "Use of Atom-transfer Radical Cyclizations as an Efficient Entry into a New Serotonergic Norazaadamantane" Tetrahedron Letters Vol. 33 Iss. 48 (1992)
Available at: http://works.bepress.com/daniel_p_becker/17/