Herein is described our synthetic studies towards the synthesis of secu'amamine A, a member of the Securinega alkaloids. The first chapter describes the isolation, biological significance and previous synthesis of secu'amamine A. Chapter 2 discusses our proposed biogenetic origin of secu'amamine A from allosecurinine and the model studies to support the intermediacy of the putative aziridinium ion. Chapter 3 discusses our synthetic approach to the formation of rings A and C, as well as investigations on the regioselective functionalization of 1,2-dihydropyridines. Chapter 4 discusses the synthesis of ring D from ring D' and the transformations of our advanced intermediates with different carbamate protective groups. Chapter 5 consists of experimental details and characterization data for all new compounds. / text
| Identifer | oai:union.ndltd.org:UTEXAS/oai:repositories.lib.utexas.edu:2152/23286 |
| Date | 21 February 2014 |
| Creators | Padilla Acevedo, Angela Isabel |
| Source Sets | University of Texas |
| Detected Language | English |
| Type | Thesis |
| Format | application/pdf |
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