Article
Synthetic Strategies for the Construction of Enantiomeric Azanoradamantanes
Tetrahedron
Document Type
Article
Publication Date
1-6-1997
Pages
1-20
Publisher Name
Elsevier
Disciplines
Abstract
The amino azanoradamantane hexahydro-2,5b-methano-IH-3aS,3aa,6aa-cyclopenta-[clpyrrole-4a-amine 1and the corresponding enantiomer ent-1 have been prepared along with benzamide derivatives SC-52491and SC-52490, respectively, which are of pharmaceutical interest. The key meso-azabicyclo[3.3.0] intermediate 3 was prepared via three separate routes: a [3+2] cycloaddition route, a radical cyclization/ionic cyclization route, and a reductive Pauson-Khand route.
Creative Commons License
Creative Commons Attribution-Noncommercial-No Derivative Works 3.0
Copyright Statement
© 1997 Elsevier
Citation Information
Daniel Becker, Roger Nosal, Daniel L. Zabrowski and Daniel Flynn. "Synthetic Strategies for the Construction of Enantiomeric Azanoradamantanes" Tetrahedron Vol. 53 Iss. 1 (1997) Available at: http://works.bepress.com/daniel_p_becker/15/
Author Posting © Elsevier, 1997. 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, Volume 53, Issue 1, January 6, 1997. http://dx.doi.org/10.1016/S0040-4020(96)00973-8