Transition metal-catalyzed redox-triggered C-C couplings of alcohols via transfer hydrogenation

dc.contributor.advisorKrische, Michael J.
dc.creatorXiao, Hongde, M.A.
dc.creator.orcid0000-0002-4843-2158
dc.date.accessioned2018-02-07T17:10:15Z
dc.date.available2018-02-07T17:10:15Z
dc.date.created2017-12
dc.date.issued2018-01-26
dc.date.submittedDecember 2017
dc.date.updated2018-02-07T17:10:15Z
dc.description.abstractIn the first chapter, the first example of transfer hydrogenative cross-couplings of styrene with primary alcohols is reported. Using RuHCl(CO)(PCy₃)₂ as the precatalyst, AgOTf or HBF₄ as additives, branched or linear adducts with styrene would be generated from benzylic or aliphatic alcohols respectively. In the second chapter, a strategy for asymmetric construction of cyclopropanes is developed. In the presence of phosphine ligand, the nickel(0) catalyst react with enantiomerically enriched 3-aryl-4-vinyl-1,3-dioxanones to form (cyclopropylcarbinyl)nickel(II) species, which then couples with organoboron reagents to generate the cyclopropane in a stereospecific way. In this way, the enantioselective synthesis of tetra-substituted cyclopropanes bearing all-carbon quaternary stereocenters is achieved.
dc.description.departmentChemistry
dc.format.mimetypeapplication/pdf
dc.identifierdoi:10.15781/T2V98080J
dc.identifier.urihttp://hdl.handle.net/2152/63545
dc.language.isoen
dc.subjectC-C coupling
dc.subjectTransfer hydrogenation
dc.titleTransition metal-catalyzed redox-triggered C-C couplings of alcohols via transfer hydrogenation
dc.typeThesis
dc.type.materialtext
thesis.degree.departmentChemistry
thesis.degree.disciplineChemistry
thesis.degree.grantorThe University of Texas at Austin
thesis.degree.levelMasters
thesis.degree.nameMaster of Arts
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