Article
Use of Atom-transfer Radical Cyclizations as an Efficient Entry into a New Serotonergic Norazaadamantane
Tetrahedron Letters
Document Type
Article
Publication Date
11-24-1992
Pages
7283-7286
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. 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
Copyright Statement
© 1992 Elsevier
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/