Studies toward the total synthesis of (±)-chartelline C and (-)-platensimycin

dc.contributor.advisorMagnus, Philip D.en
dc.creatorHecker, Evan Adam, 1980-en
dc.date.accessioned2012-09-11T14:17:53Zen
dc.date.available2012-09-11T14:17:53Zen
dc.date.issued2008-08en
dc.descriptiontexten
dc.description.abstractHerein is described our work towards the total synthesis of the marine natural product (±)-chartelline C and the potent antibiotic (-)-platensimycin. Part 1 relates the (±)-chartelline C project. The first chapter reviews (±)-chartelline C’s isolation, biogeneity, and previously reported studies relevant to the area. Chapter 2 tells of our contributions including the development of a convergent, regioselective assembly of an indole-imidazole compound en route to the natural product. Chapter 3 includes the experimental details of this work and the characterization of previously unreported compounds. Part 2 recounts the (-)-platensimycin research project. Chapter 4 discusses the importance of the natural product and the relevant previous research reported. Chapter 5 describes our efforts in this area, culminating in the stereoselective synthesis of an intermediate closely related to a known compound, which was converted to the natural product. Chapter 6 includes the experimental details of this work and the characterization of previously unreported compounds.en
dc.description.departmentChemistryen
dc.format.mediumelectronicen
dc.identifier.urihttp://hdl.handle.net/2152/17858en
dc.language.isoengen
dc.rightsCopyright 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.en
dc.subject.lcshAlkaloids--Synthesisen
dc.subject.lcshAntibiotics--Synthesisen
dc.titleStudies toward the total synthesis of (±)-chartelline C and (-)-platensimycinen
thesis.degree.departmentChemistryen
thesis.degree.disciplineChemistryen
thesis.degree.grantorThe University of Texas at Austinen
thesis.degree.levelDoctoralen
thesis.degree.nameDoctor of Philosophyen

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