Transition metal catalyzed regioselective carbon-carbon bond formation mediated by transfer hydrogenation
| dc.contributor.advisor | Krische, Michael J. | en |
| dc.contributor.committeeMember | Anslyn, Eric V | en |
| dc.contributor.committeeMember | Dong, Guangbin | en |
| dc.contributor.committeeMember | Keatinge-Clay, Adrian T | en |
| dc.contributor.committeeMember | Kerwin, Sean M | en |
| dc.creator | Sam, Brannon | en |
| dc.creator.orcid | 0000-0002-5628-4490 | en |
| dc.date.accessioned | 2015-09-03T13:30:29Z | en |
| dc.date.issued | 2015-05 | en |
| dc.date.submitted | May 2015 | en |
| dc.date.updated | 2015-09-03T13:30:29Z | en |
| dc.description | text | en |
| dc.description.abstract | One 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.department | Chemistry | en |
| dc.format.mimetype | application/pdf | en |
| dc.identifier.uri | http://hdl.handle.net/2152/30512 | en |
| dc.language.iso | en | en |
| dc.subject | Homogenous catalysis | en |
| dc.subject | C-C couplings | en |
| dc.subject | Ruthenium | en |
| dc.subject | Nickel | en |
| dc.title | Transition metal catalyzed regioselective carbon-carbon bond formation mediated by transfer hydrogenation | en |
| dc.type | Thesis | en |
| thesis.degree.department | Chemistry | en |
| thesis.degree.discipline | Chemistry | en |
| thesis.degree.grantor | The University of Texas at Austin | en |
| thesis.degree.level | Doctoral | en |
| thesis.degree.name | Doctor of Philosophy | en |