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Synthetic approach towards cephalezomine A and phomoidride D

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dc.contributor.authorDong, Ping, author
dc.contributor.authorWood, John Louis, advisor
dc.contributor.authorWilliams, Robert M., committee member
dc.contributor.authorRovis, Tomislav, committee member
dc.contributor.authorBernstein, Elliot R., committee member
dc.contributor.authorPartin, Kathryn M., committee member
dc.date.accessioned2007-01-03T05:15:53Z
dc.date.available2007-01-03T05:15:53Z
dc.date.issued2011
dc.description.abstractTwo synthetic approaches towards cephalezomine A and phomoidride D are described separately. The first approach towards cephalezomine A invented a new method for the synthesis of 3-butoxy-1-chlorobutenone and successful constructed α-O and ß' -N disubstituted dienone for a designed key intermediate of cascade cyclization by Eschenmoser coupling of thiolactam and 3-butoxy-1-chlorobutenone. The second approach towards phomoidride D systematically studied the electronic effects of different ester substituents for the phenolic oxidation and inverse electron demand Diels-Alder reaction, which resulted in the synthesis of functionalized bicyclic [2.2.1] intermediate. Base on this, a new route for the synthesis of precursor of Grob fragmentation has been established towards the total synthesis of phomoidride D by samarium diiodide mediated radical cascade cyclization.
dc.format.mediumborn digital
dc.format.mediumdoctoral dissertations
dc.identifierDong_colostate_0053A_10256.pdf
dc.identifier.urihttp://hdl.handle.net/10217/47380
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.subjectEschenmoser coupling
dc.subjectsynthetic approach
dc.subjectsamarium diiodide mediated radical cascade cyclization
dc.subjectphenolic oxidation and Diels-Alder reaction
dc.subjectphomoidride D
dc.subjectcephalezomine A
dc.titleSynthetic approach towards cephalezomine A and phomoidride D
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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