Article
Enantioselective Synthesis of Dual Serotonergic Azanoradamantane SC-52491
Tetrahedron Letters
Document Type
Article
Publication Date
10-1-1999
Pages
11787-11802
Publisher Name
Elsevier
Disciplines
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.
Creative Commons License
Creative Commons Attribution-Noncommercial-No Derivative Works 3.0
Copyright Statement
© 1999 Elsevier
Citation Information
Daniel Becker, Robert K. Husa, Alan E. Moormann and Clara I. Villamil. "Enantioselective Synthesis of Dual Serotonergic Azanoradamantane SC-52491" Tetrahedron Letters Vol. 55 Iss. 40 (1999) Available at: http://works.bepress.com/daniel_p_becker/23/
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