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dc.contributor.advisorMartin, Stephen F.en
dc.creatorAbbott, Lily Katherineen
dc.date.accessioned2010-11-05T15:57:28Zen
dc.date.accessioned2010-11-05T15:57:37Zen
dc.date.available2010-11-05T15:57:28Zen
dc.date.available2010-11-05T15:57:37Zen
dc.date.issued2010-05en
dc.date.submittedMay 2010en
dc.identifier.urihttp://hdl.handle.net/2152/ETD-UT-2010-05-1466en
dc.descriptiontexten
dc.description.abstractThis report details the discovery of a method for rhodium catalyzed asymmetric conjugate additions of heteroaryl nucleophiles to α,β-unsaturated carbonyl compounds. This work has successfully employed heteraryl titanates in enantioselective conjugate addition to α,β-unsaturated carbonyl compounds for the first time. Moreover, the utility of benzofuranyl, benzothiophenyl, and pyrrolo zinc reagents has been exemplified in enantioselective conjugate additions. We have found that the precatalyst [Rh(COD)acac]/OMeBIPHEP is broadly effective for enantioselective conjugate additions. Each heterocycle tested exhibited unique reactivity with respect to both conversion and enantioselectivity; reactivities of heteroaryl zinc reagents and heteroaryl titanates in enantioselective conjugate additions to α,β-unsaturated carbonyl compounds are sometimes complementary. Efforts directed towards the development of a method for rhodium-free enantioselective conjugate addition of furan to α,β-unsaturated carbonyl compounds are also described.en
dc.format.mimetypeapplication/pdfen
dc.language.isoengen
dc.subjectEnantioselective conjugate additionen
dc.subjectHeteroaryl zinc reagenten
dc.subjectTitanateen
dc.subjectRhodium catalysisen
dc.titleCatalytic enantioselective conjugate addition of metalated heteroaryl nucleophilesen
dc.date.updated2010-11-05T15:57:38Zen
dc.contributor.committeeMemberSiegel, Dionicio R.en
dc.description.departmentChemistry and Biochemistryen
dc.type.genrethesisen
thesis.degree.departmentChemistry and Biochemistryen
thesis.degree.disciplineChemistryen
thesis.degree.grantorUniversity of Texas at Austinen
thesis.degree.levelMastersen
thesis.degree.nameMaster of Artsen


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