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dc.contributor.advisorHarmata, Michael, 1959-eng
dc.contributor.authorGomes, Maria Goretti, 1971-eng
dc.date.issued2007eng
dc.date.submitted2007 Falleng
dc.descriptionThe entire dissertation/thesis text is included in the research.pdf file; the official abstract appears in the short.pdf file (which also appears in the research.pdf); a non-technical general description, or public abstract, appears in the public.pdf file.eng
dc.descriptionTitle from title screen of research.pdf file (viewed on February 13, 2008)eng
dc.descriptionVita.eng
dc.descriptionThesis (Ph. D.) University of Missouri-Columbia 2007.eng
dc.description.abstractAn ester derivative of cyclopentadienone, a very reactive species, was generated from methyl-2-bromo-3-oxocyclopent-1-enecarboxylate (96) which dimerized instantaneously and decarbonylated to generate an indanone (97). Diels-Alder reactions were performed by trapping this fleeting cyclopentadienone derivative with electron rich dienes to generate [4+2] Diels-Alder adducts. The cycloadducts were diastereo- and regioselective. The yields of these reactions were moderate to high. A wide range of dienes were used to show the versatility and scope of these reactions. Using the developed methodology, at attempt was taken to synthesize steroidal drug desogestrel (218).eng
dc.description.bibrefIncludes bibliographical referenceseng
dc.identifier.merlinb62010748eng
dc.identifier.oclc192003214eng
dc.identifier.urihttps://doi.org/10.32469/10355/4670eng
dc.identifier.urihttps://hdl.handle.net/10355/4670
dc.languageEnglisheng
dc.publisherUniversity of Missouri--Columbiaeng
dc.relation.ispartofcommunityUniversity of Missouri--Columbia. Graduate School. Theses and Dissertationseng
dc.rightsOpenAccess.eng
dc.rights.licenseThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivs 3.0 License.
dc.subjectdesogestrel.eng
dc.subjectdesogestreleng
dc.subject.lcshCyclopentadieneeng
dc.subject.lcshDiels-Alder reactioneng
dc.subject.lcshOrganic compounds -- Synthesiseng
dc.titleDiels-alder reactions of a cyclopentadienone derivativeeng
dc.typeThesiseng
thesis.degree.disciplineChemistry (MU)eng
thesis.degree.grantorUniversity of Missouri--Columbiaeng
thesis.degree.levelDoctoraleng
thesis.degree.namePh. D.eng


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