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Part I. Approaches Toward the Total Synthesis of Tyloindicine F; Part II. Palladium-Catalyzed C−H Functionalization of β-enaminones
dc.contributor.advisor | Georg, Gunda I. | |
dc.contributor.author | Bi, Lei | |
dc.date.accessioned | 2010-06-09T02:48:59Z | |
dc.date.available | 2010-06-09T02:48:59Z | |
dc.date.issued | 2010-02-26 | |
dc.date.submitted | 2010 | |
dc.identifier.other | http://dissertations.umi.com/ku:10740 | |
dc.identifier.uri | http://hdl.handle.net/1808/6280 | |
dc.description.abstract | Tyloindicine F is a potent anticancer natural product first isolated from the Himalaya region of India. It demonstrated a unique profile in the NCI60 human tumor cell line anticancer drug screen. Due to its scarcity from natural sources, a total synthesis of tyloindicine F is desirable. Two attempts at the synthesis of this natural product have been conducted and are discussed. β-enaminones are a group of push-pull olefins whereas C-H functionalization/C-C coupling is a highly efficient method of constructing new carbon-carbon bonds. β-enaminones are highly polarized and their β; position is suitable for C-H functionalization by means of electropalladation. A novel methodology for the oxidative Hiyama coupling of β-enaminones has been developed and two new bifunctional activators/reoxidants have been found. Furthermore, a non-oxidative version for β-enaminone C-H functionalization and the decarboxylative coupling of β-enaminones were also investigated. | |
dc.format.extent | 175 pages | |
dc.language.iso | EN | |
dc.publisher | University of Kansas | |
dc.rights | This item is protected by copyright and unless otherwise specified the copyright of this thesis/dissertation is held by the author. | |
dc.subject | Organic chemistry | |
dc.subject | Pharmaceutical chemistry | |
dc.subject | Β-enaminone | |
dc.subject | C-h functionalization | |
dc.subject | Methodology | |
dc.subject | Natural products | |
dc.subject | Total synthesis | |
dc.subject | Tyloindicine f | |
dc.title | Part I. Approaches Toward the Total Synthesis of Tyloindicine F; Part II. Palladium-Catalyzed C−H Functionalization of β-enaminones | |
dc.type | Dissertation | |
dc.contributor.cmtemember | Aubé, Jeff | |
dc.contributor.cmtemember | Datta, Apurba | |
dc.contributor.cmtemember | Hanzlik, Robert P. | |
dc.contributor.cmtemember | Tunge, Jon A. | |
dc.thesis.degreeDiscipline | Medicinal Chemistry | |
dc.thesis.degreeLevel | Ph.D. | |
kusw.oastatus | na | |
kusw.oapolicy | This item does not meet KU Open Access policy criteria. | |
kusw.bibid | 7078733 | |
dc.rights.accessrights | openAccess |