Hydrogen-mediated carbon-carbon bond formations: applied to reductive aldol and Mannich reactions

dc.contributor.advisorKrische, Michael J.en
dc.creatorGarner, Susan Amy, 1980-en
dc.date.accessioned2008-08-28T23:50:18Zen
dc.date.available2008-08-28T23:50:18Zen
dc.date.issued2007en
dc.description.abstractHydrogen gas is the cleanest and most cost-effective reductant available to mankind, and the use of hydrogen gas in catalytic hydrogenation reactions is one of the oldest and most utilized organic reactions. Although catalytic hydrogenation has been practiced in industry on enormous scale, the use of hydrogen gas as a terminal reductant in C-C bond forming reactions has been limited to processes involving the migratory insertion of carbon monoxide such as: alkene hydroformylation and the Fischer-Tropsch reaction. A significant advance to the field of synthetic organic chemistry would be the expansion of C-C bond forming reactions beyond reductive coupling via carbon monoxide insertion. Herein, related metal catalyzed reductive couplings to [alpha],[beta]-unsaturated compounds in the presence of reducing agents such as: silane, borane, and hydrogen are reviewed. The following chapters discuss the development of hydrogen-mediated reductive aldol and Mannich reactions. The results from this body of work clearly demonstrate that hydrogen-mediated C-C bond forming reactions are emerging as a powerful tool for synthetic chemists.en
dc.description.departmentChemistryen
dc.description.departmentChemistry and Biochemistryen
dc.format.mediumelectronicen
dc.identifier.oclc182579946en
dc.identifier.urihttp://hdl.handle.net/2152/3476en
dc.language.isoengen
dc.rightsCopyright © is held by the author. Presentation of this material on the Libraries' web site by University Libraries, The University of Texas at Austin was made possible under a limited license grant from the author who has retained all copyrights in the works.en
dc.subject.lcshChemical bondsen
dc.subject.lcshReduction (Chemistry)en
dc.subject.lcshMannich reactionen
dc.subject.lcshHydrogenationen
dc.subject.lcshOrganic compounds--Synthesisen
dc.subject.lcshCarbon monoxideen
dc.subject.lcshMetal catalystsen
dc.titleHydrogen-mediated carbon-carbon bond formations: applied to reductive aldol and Mannich reactionsen
dc.type.genreThesisen
thesis.degree.departmentChemistryen
thesis.degree.disciplineChemistryen
thesis.degree.grantorThe University of Texas at Austinen
thesis.degree.levelDoctoralen
thesis.degree.nameDoctor of Philosophyen

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