Herein is described work culminating in the total synthesis of the proaporphine alkaloid (±)stepharine. The first chapter discusses some of the background information regarding the molecule's isolation, biological activity, and previous syntheses. Chapter 2 tells of our initial attempts at synthesizing the molecule leading to the assembly of (±)stepharine's tetrahydroisoquinoline structure. Chapter 3 recounts the completion of the synthesis using an alternate route. Also described in this chapter is the use of a CsF induced intramolecular phenolic alkylation to form (±)stepharine's spiro cross conjugated dienone structure. Experimental details and characterization are included as well. / text
| Identifer | oai:union.ndltd.org:UTEXAS/oai:repositories.lib.utexas.edu:2152/23791 |
| Date | 04 April 2014 |
| Creators | Marks, Kyle David |
| Source Sets | University of Texas |
| Detected Language | English |
| Type | Thesis |
| Format | application/pdf |
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