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dc.creatorAbbott, Lily Katherine
dc.date.accessioned2010-11-05T15:57:28Z
dc.date.accessioned2010-11-05T15:57:37Z
dc.date.available2010-11-05T15:57:28Z
dc.date.available2010-11-05T15:57:37Z
dc.date.created2010-05
dc.date.issued2010-11-05
dc.date.submittedMay 2010
dc.identifier.urihttp://hdl.handle.net/2152/ETD-UT-2010-05-1466
dc.descriptiontext
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.
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.subjectEnantioselective conjugate addition
dc.subjectHeteroaryl zinc reagent
dc.subjectTitanate
dc.subjectRhodium catalysis
dc.titleCatalytic enantioselective conjugate addition of metalated heteroaryl nucleophiles
dc.date.updated2010-11-05T15:57:38Z
dc.description.departmentChemistry and Biochemistry
dc.type.genrethesis*
thesis.degree.departmentChemistry and Biochemistry
thesis.degree.disciplineChemistry
thesis.degree.grantorUniversity of Texas at Austin
thesis.degree.levelMasters
thesis.degree.nameMaster of Arts


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