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Efforts toward the total synthesis of quinine, synthesis of largazole analogs, and progress toward potential biosynthetic intermediates of taxol

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dc.contributor.authorBubb, Jennifer Marie, author
dc.contributor.authorWilliams, Robert M., advisor
dc.contributor.authorWood, John L., committee member
dc.contributor.authorMcNaughton, Brian R., committee member
dc.contributor.authorPrieto, Amy L., committee member
dc.contributor.authorIshii, Douglas N., committee member
dc.date.accessioned2007-01-03T08:10:52Z
dc.date.available2007-01-03T08:10:52Z
dc.date.issued2012
dc.description.abstractHerein we discuss our work involving three different projects, namely (1) efforts toward the total synthesis of quinine, (2) synthesis of largazole analogs, and (3) progress toward potential biosynthetic intermediates of taxol. Our efforts toward the synthesis of quinine have led us toward a route toward a pipecolic acid derivative that was further elaborated to a late-stage intermediate. Following an intramolecular cyclization and deoxygenation protocol, a formal synthesis of quinine could be realized. In the second project, we have successfully synthesized and tested analogs of the known HDAC inhibitor, largazole. These analogs have demonstrated good potency towards a series of HDAC isoforms. In the third project, efforts have been made to synthesis potential biosynthetic intermediates of taxol. Utilizing highly oxygenated intermediates isolated from the heartwood of the Japanese yew tree, we have explored the reactivities of these complex natural products in hope of devising a method to construct mono-acetylated derivatives.
dc.format.mediumborn digital
dc.format.mediumdoctoral dissertations
dc.identifierBubb_colostate_0053A_11176.pdf
dc.identifierETDF2012400318CHEM
dc.identifier.urihttp://hdl.handle.net/10217/68034
dc.languageEnglish
dc.language.isoeng
dc.publisherColorado State University. Libraries
dc.relation.ispartof2000-2019
dc.rightsCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.
dc.subjectquinine
dc.subjectlargazole
dc.subjectTaxol
dc.titleEfforts toward the total synthesis of quinine, synthesis of largazole analogs, and progress toward potential biosynthetic intermediates of taxol
dc.typeText
dcterms.rights.dplaThis Item is protected by copyright and/or related rights (https://rightsstatements.org/vocab/InC/1.0/). You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).
thesis.degree.disciplineChemistry
thesis.degree.grantorColorado State University
thesis.degree.levelDoctoral
thesis.degree.nameDoctor of Philosophy (Ph.D.)

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