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dc.contributor.authorHassan, Mohamed
dc.date.accessioned2014-07-23T20:25:42Z
dc.date.available2014-07-23T20:25:42Z
dc.date.issued2014-07-23
dc.identifier.urihttp://hdl.handle.net/10464/5520
dc.description.abstractThe present thesis outlines the preparation of a 7-membered guanidine. Initial efforts to obtain this guanidine via 2-chloro-1,3-dimethylimidazolinium chloride induced ring forming chemistry failed to provide the target in a reproducible fashion. Changing strategies, we were able to obtain the desired guanidine through CuCl mediated amination of a 7-membered thiourea intermediate to arrive at the target. In addition, the catalytic activity of this compound was evaluated in a vinylogous aldol reaction of dibromofuranone and four aromatic aldehydes to generate chiral γ-butenolides with modest to good enantiomeric excess. It was found that electron-poor aldehydes resulted in higher, 81% ee, whereas electron rich aldehydes led to low, 41% ee, levels of enantiomeric excess.en_US
dc.language.isoengen_US
dc.publisherBrock Universityen_US
dc.subjectguanidine, Catalysis, Butenolides, Synthesisen_US
dc.titleSynthesis of a 7-Membered Biaryl Guanidine Catalyst and its Use in the Vinylogous Aldol Reactionen_US
dc.typeElectronic Thesis or Dissertationen_US
dc.degree.nameM.Sc. Chemistryen_US
dc.degree.levelMastersen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.degree.disciplineFaculty of Mathematics and Scienceen_US
dc.embargo.termsNoneen_US


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