Rh-catalyzed asymmetric C-H bond activation by chiral primary amine

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dc.contributor.authorTaleb Sereshki, Farzaneh
dc.contributor.examiningcommitteeSorensen, John (Chemistry) Cardona, Silvia (Microbiology)en_US
dc.contributor.supervisorDavis, Rebecca (Chemistry)en_US
dc.date.accessioned2017-02-03T14:49:44Z
dc.date.available2017-02-03T14:49:44Z
dc.date.issued2017
dc.degree.disciplineChemistryen_US
dc.degree.levelMaster of Science (M.Sc.)en_US
dc.description.abstractDeveloping asymmetric C-H bond activation methods in order to achieve enantiopure products is crucial for the advancement of the field and for the production of novel chiral compounds. Therefore, we tried to develop this area of organic chemistry by presenting metal catalyzed stereoselective C-H bond activation utilizing chelation-assisted tools. The first section of this study involves Rh(I) catalyzed asymmetric C-H bond activation of a series of ketones via an intermolecular procedure. By this method, we examine ortho-alkylation of aromatic ketones and β-functionalization of α-β unsaturated ketones with a series of prochiral olefins. In the second section, we present an efficient three steps method for stereoselective intramolecular C-H bond activation of indol-3-carboxaldehyde with tethered prochiral olefins. The catalytic system in both methods involves a joint chiral primary amine and Rh(I) catalyst. Chiral primary amines can serve to induce enantioselectivity as well as acting as a useful directing group which has shown appropriate coordination to the transition metal catalyst, providing high regioselectivity.en_US
dc.description.noteFebruary 2017en_US
dc.identifier.urihttp://hdl.handle.net/1993/32091
dc.language.isoengen_US
dc.rightsopen accessen_US
dc.subjectRh catalyzed, Asymmetric synthesis, C-H Bond activation, Chiral amineen_US
dc.titleRh-catalyzed asymmetric C-H bond activation by chiral primary amineen_US
dc.typemaster thesisen_US
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