Document Type
Article
Publication Date
10-1-1999
Publication Title
Tetrahedron Letters
Volume
55
Issue
40
Pages
11787-11802
Publisher Name
Elsevier
Abstract
A racemic synthesis of azanoradamantane (±)-3 was accomplished via Yamamoto's MAD-catalyzed Diels-Alder protocol. Subsequently, a scalable asymmetric synthesis of azanoradamantane benzamide SC-52491 was carried out employing Helmchen's asymmetric Diels-Alder methodology to construct all four contiguous asymmetric centers with the correct relative stereochemistry and in 99.3% e.e.
Recommended Citation
Becker, Daniel; Husa, Robert K.; Moormann, Alan E.; and Villamil, Clara I.. Enantioselective Synthesis of Dual Serotonergic Azanoradamantane SC-52491. Tetrahedron Letters, 55, 40: 11787-11802, 1999. Retrieved from Loyola eCommons, Chemistry: Faculty Publications and Other Works, http://dx.doi.org/10.1016/S0040-4020(99)00680-8
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Copyright Statement
© 1999 Elsevier
Comments
Author Posting © Elsevier, 1999. 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 55, Issue 40, October 1, 1999. http://dx.doi.org/10.1016/S0040-4020(99)00680-8