Use of Atom-transfer Radical Cyclizations as an Efficient Entry into a New Serotonergic Norazaadamantane
Document Type
Article
Publication Date
11-24-1992
Publication Title
Tetrahedron Letters
Volume
33
Issue
48
Pages
7283-7286
Publisher Name
Elsevier
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.
Recommended Citation
Flynn, Daniel L.; Becker, Daniel; Nosal, Roger; and Zabrowksi, Daniel. Use of Atom-transfer Radical Cyclizations as an Efficient Entry into a New Serotonergic Norazaadamantane. Tetrahedron Letters, 33, 48: 7283-7286, 1992. Retrieved from Loyola eCommons, Chemistry: Faculty Publications and Other Works, http://dx.doi.org/10.1016/S0040-4039(00)60166-1
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Copyright Statement
© 1992 Elsevier
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