Herein is described our synthetic efforts toward the synthesis of (±)-nakadomarin A, a member of the manzamine alkaloids. The first chapter describes the isolation and biological significance of (–)-nakadomarin A. Chapter 2 describes the previous total syntheses as well as other partial syntheses of both (–)-nakadomarin A and its unnatural enantiomer. Chapter 3 discusses our approach to the formation of rings A and B in nakadomarin, as well as the installation of the quaternary center and the regioselective incorporation of a hydrazine moiety. Chapter 4 contains the development of a new methodology for the cleavage of hydrazine N-N bonds situated alpha to a carbonyl functionality. Chapter 5 describes the formation of rings D and E. Chapter 6 consists of experimental details and characterization data for all new compounds. / text
| Identifer | oai:union.ndltd.org:UTEXAS/oai:repositories.lib.utexas.edu:2152/17856 |
| Date | 11 September 2012 |
| Creators | Garizi, Negar Vosoogh, 1978- |
| Source Sets | University of Texas |
| Language | English |
| Detected Language | English |
| Format | electronic |
| Rights | Copyright is held by the author. Presentation of this material on the Libraries' web site by University Libraries, The University of Texas at Austin was made possible under a limited license grant from the author who has retained all copyrights in the works. |
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