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dc.contributor.authorCollins, Jonathan A.
dc.date.accessioned2010-10-26T18:45:33Z
dc.date.available2010-10-26T18:45:33Z
dc.date.issued2010-10-26
dc.identifier.urihttp://hdl.handle.net/10464/3058
dc.description.abstractDescribed herein is the chemoenzymatic total synthesis of several Amaryllidaceae constituents and their unnatural C-I analogues. A new approach to pancratistatin and related compounds will be discussed along with the completed total synthesis of 7 -deoxypancratistatin and trans-dihydrolycoricidine. Evaluation of all new C-l analogues as cancer cell growth inhibitory agents is described. The enzymatic oxidation of dibromobenzenes by Escherichia coli 1M 109 (pDTG60 1) is presented along with conversion of their metabolites to (-)-conduritol E. Investigation into the steric and functional factors governing the enzymatic dihydroxylation of various benzoates by the same organism is also discussed. The synthetic utility of these metabolites is demonstrated through their conversion to pseudo-sugars, aminocyclitols, and complex bicyclic ring systems. The current work on the total synthesis of some morphine alkaloids is also presented. Highlighted will be the synthesis of several model systems related to the efficient total synthesis of thebaine.en_US
dc.language.isoengen_US
dc.publisherBrock Universityen_US
dc.subjectAlkaloids -- Synthesisen_US
dc.titleChemoenzymatic synthesis of amaryllidaceae alkaloids and their C-1 analogues : symmetry based approach to total synthesis of thebaineen_US
dc.typeElectronic Thesis or Dissertationen_US
dc.degree.namePh.D. Chemistryen_US
dc.degree.levelDoctoralen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.degree.disciplineFaculty of Mathematics and Scienceen_US


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