Title

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

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.

Comments

Author Posting © Elsevier, 1992. 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 Letters, Volume 33, Issue 48, November 24, 1992. http://dx.doi.org/10.1016/S0040-4039(00)60166-1

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Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.

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