dc.contributor.advisor | Harmata, Michael, 1959- | eng |
dc.contributor.author | Cai, Zhengxin | eng |
dc.date.issued | 2011 | eng |
dc.date.submitted | 2011 Summer | eng |
dc.description | Title from PDF of title page (University of Missouri--Columbia, viewed on May 21, 2012). | eng |
dc.description | The entire thesis text is included in the research.pdf file; the official abstract appears in the short.pdf file; a non-technical public abstract appears in the public.pdf file. | eng |
dc.description | Dissertation advisor: Dr. Michael Harmata | eng |
dc.description | Vita. | eng |
dc.description | "July 2011" | eng |
dc.description.abstract | In the first chapter, a formal total synthesis of pseudopteroxazole is presented, highlightening an E-selective Horner-Emmons reaction, a Buchwald-Hartwig coupling, and a diastereoselective intramolecular Michael addition. In the second chapter, the effort toward synthesizing anti-viral natural product hamigeran B is summarized. Several routes to the core structure were shown separately, including those unexpected discoveries when pursuing those routes. Tius-Nazarov cyclization was first applied in synthesizing natural product; an efficient palladiumcatalyzed oxidative intramolecular carbocyclization was realized on an α-hydroxy enone for the first time; an interrupted Nazarov cyclization of a hydrolysis intermediate of dithiane was achieved. | eng |
dc.description.bibref | Includes bibliographical references. | eng |
dc.format.extent | xv, 210 pages | eng |
dc.identifier.oclc | 872560756 | eng |
dc.identifier.uri | https://doi.org/10.32469/10355/14284 | eng |
dc.identifier.uri | https://hdl.handle.net/10355/14284 | |
dc.language | English | eng |
dc.publisher | University of Missouri--Columbia | eng |
dc.relation.ispartofcommunity | University of Missouri--Columbia. Graduate School. Theses and Dissertations | eng |
dc.rights | OpenAccess. | eng |
dc.rights.license | This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivs 3.0 License. | |
dc.subject | synthetic organic chemistry | eng |
dc.subject | natural product synthesis | eng |
dc.subject | Hamigera tarangaensis | eng |
dc.subject | hamigeran B | eng |
dc.subject | bioactivity | eng |
dc.title | Formal total synthesis of pseudopteroxale : progress toward total synthesis of hamigeran B | eng |
dc.type | Thesis | eng |
thesis.degree.discipline | Chemistry (MU) | eng |
thesis.degree.grantor | University of Missouri--Columbia | eng |
thesis.degree.level | Doctoral | eng |
thesis.degree.name | Ph. D. | eng |