Transition metal catalyzed regioselective carbon-carbon bond formation mediated by transfer hydrogenation

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dc.contributor.advisorKrische, Michael J.en
dc.contributor.committeeMemberAnslyn, Eric Ven
dc.contributor.committeeMemberDong, Guangbinen
dc.contributor.committeeMemberKeatinge-Clay, Adrian Ten
dc.contributor.committeeMemberKerwin, Sean Men
dc.creatorSam, Brannonen
dc.creator.orcid0000-0002-5628-4490en
dc.date.accessioned2015-09-03T13:30:29Zen
dc.date.accessioned2018-01-22T22:28:00Z
dc.date.available2018-01-22T22:28:00Z
dc.date.issued2015-05en
dc.date.submittedMay 2015en
dc.date.updated2015-09-03T13:30:29Zen
dc.descriptiontexten
dc.description.abstractOne of the more formidable challenges in the synthesis of complex organic molecules remains the efficient formation of carbon-carbon bonds. The development of a broad class of reactions to achieve this goal involves the addition of carbon based nucleophiles to carbonyl and imine compounds. Until recently, classical approaches to carbon-carbon bond formation generally required the use of stoichiometric pre-formed organometallic reagents to serve as nucleophiles, which translate into stoichiometric organometallic byproducts. In an effort to minimize nucleophile pre-activation and byproduct formation, our lab has developed efficient methods for carbonyl and imine additions via in situ formation of alkyl metal nucleophiles from π-unsaturates. The research reported herein describes our advances in an assortment of transition metal-catalyzed carbon-carbon bond forming reactions mediated by transfer hydrogenation, including regioselective hydrohydroxymethylation, hydrohydroxyfluoroalkylation, and hydroaminomethylation. Additionally, the investigation of regioselective carbonyl vinylation is reported.en
dc.description.departmentChemistryen
dc.format.mimetypeapplication/pdfen
dc.identifier.urihttp://hdl.handle.net/2152/30512en
dc.language.isoenen
dc.subjectHomogenous catalysisen
dc.subjectC-C couplingsen
dc.subjectRutheniumen
dc.subjectNickelen
dc.titleTransition metal catalyzed regioselective carbon-carbon bond formation mediated by transfer hydrogenationen
dc.typeThesisen

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