Palladium (II) Mediated Transformation: Exploring Synthetic Methodology for the Synthesis of Cyclopentenones from Tertiary-Cyclobutanois

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dc.contributor.advisorOrellana Garcia, Josue Arturo
dc.creatorNikolaev, Andrei
dc.date.accessioned2015-08-28T15:28:30Z
dc.date.available2015-08-28T15:28:30Z
dc.date.copyright2014-08-20
dc.date.issued2015-08-28
dc.date.updated2015-08-28T15:28:30Z
dc.degree.disciplineChemistry
dc.degree.levelMaster's
dc.degree.nameMSc - Master of Science
dc.description.abstractA new method for the synthesis of ring-fused cyclopentenone is described. The method utilizes the built-in strain of tertiary cyclobutanol to drive the palladium(II)-catalyzed rearrangement to the corresponding ring-fused cyclopentanone followed by Saegusa-Ito reaction to furnish final cyclopentenone product. Extensive efforts to transform this reaction into a catalytic process by screening various palladium(II) sources, ligands, oxidants, bases, solvents and reaction temperatures failed. Interesting and unexpected results were however obtained while exploring copper(II) chloride and copper(II) bromide as potential oxidants.
dc.identifier.urihttp://hdl.handle.net/10315/30036
dc.language.isoen
dc.rightsAuthor owns copyright, except where explicitly noted. Please contact the author directly with licensing requests.
dc.subjectChemistry
dc.subject.keywordsChemistry
dc.subject.keywordsSynthetic chemistry
dc.subject.keywordsOrganometallics
dc.subject.keywordsOrganopalladium chemistry
dc.subject.keywordsCyclopentenone
dc.subject.keywordsStrain
dc.subject.keywordsSynthetic methodology.
dc.titlePalladium (II) Mediated Transformation: Exploring Synthetic Methodology for the Synthesis of Cyclopentenones from Tertiary-Cyclobutanois
dc.typeElectronic Thesis or Dissertationen_US

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