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Showing 1 to 17 of 17 for “"Difunctionalization"”.
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Selenium redox-catalyzed alkene syn-difunctionalization
Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2025-08-01
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Organoselenium redox-catalyzed, enantioselective syn-difunctionalization of alkenes
… obtained as mixtures resulting from N,N and N,O- difunctionalization in varying ratios, depending on the substrate. Dialkyl olefins were significantly less reactive and gave reduced yields with high enantiomeric ratios maintained. Attempts to extend the method to oxyamination with a carbamate …
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HYPERVALENT IODINE-MEDIATED HETEROCYCLIC GROUP TRANSFER REACTIONS TO OXIDATIVE OLEFIN DIFUNCTIONALIZATION
The development of new strategies to access pyridinium salts are highly sought out due to their advantageous structures, which have diverse applications across materials science, biological processes, and organic synthesis. As synthetic intermediates, these scaffolds can be used as precursors to …
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Development of copper-catalyzed enantioselective alkene difunctionalization reactions via radical intermediates
… based on a copper-catalyzed ligand-assisted difunctionalization strategy has been developed. This method provides access to a variety of classes of synthetically useful CF3-containing building blocks from simple starting materials. Chapter 2 A method for the efficient enantioselective …
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Rhodium-Catalyzed Enantioselective Desymmetrizations of Oxabicyclic Alkenes and Alkene Difunctionalization via Nickel-Catalyzed Arylcyanation
The synthesis of heterocycles using transition metal catalysis is a topic of broad interest in the field of organic chemistry. Transition metal catalysts allow many diverse bond disconnections to be realized, allowing for many ways to assemble heterocycles. Many of the transformations developed in …
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Selective Synthesis of Trans-fused Lactam-Lactones by Vicinal Difunctionalization of Readily Affordable Allylic Lactams
… lactam-lactones by intramolecular vicinal difunctionalization is explored. The approach is highly divergent and requires only two steps, which bodes well for the construction of medicinally pertinent fragments. It is anticipated that the aforementioned merits of the methodology will endear …
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Stereoselective Heterocycle Synthesis via Alkene Difunctionalization: Bulky Phosphine Ligands Enable Pd-Catalyzed Arylhalogenation, Arylcyanation and Diarylation
Due to the ubiquity of heterocyclic scaffolds in naturally occurring compounds and pharmaceutical drugs, an important longterm goal in organic chemistry has been developing new heterocycle syntheses. Research in the Lautens group has led to many advances in this field, specifically using Rh and Pd …
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Enantioselective alkene difunctionalization enabled by organochalcogen catalysis I. Lewis base-catalyzed sulfenium ion transfer II. Organoselenium redox catalysis
Submission published under a 24 month embargo labeled 'U of I Access', the embargo will last until 2025-05-01
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Copper-Catalyzed Amino Oxygenation of Alkenes and Dienes: A Novel Amino-Initiation Pathway Using O-Benzoylhydroxylamines
… natural products, and agrochemicals. 1,2-Difunctionalization of alkenes offers an efficient approach to assemble these scaffolds in a single step from readily available starting materials. In this dissertation, a novel copper-catalyzed amino oxygenation strategy of alkenes has been …
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Studies in Selective C-C Bond Formation via Borylation and Dehydrogenation
… organic reactions (Chapter 1). We explore 1,2-difunctionalization of alkenes via formation of a three-membered cyclic intermediate with the goal of adding various Lewis bases to control the intermediate’s direction of ring opening (Chapter 1.2). Unfortunately, the tunability of this system …
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Mechanistic Studies and Rational Catalyst Design of Nickel/Photoredox Dual-Catalyzed C–C Cross-Coupling Reactions
… the mechanism of a novel enantioselective olefin difunctionalization was computationally investigated, identifying the radical addition step as the enantioselectivity-determining step (Chapter 4). Expanded to a wider scope of catalytic systems and reagents, the catalytic cycles of an …
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A Radical Approach to Photochemical Transformations Using Earth-Abundant Metals
… and natural product syntheses. Radical difunctionalization is a powerful reaction scheme to incorporate useful functionalities onto unsaturated hydrocarbons, especially the prevalent unactivated alkene class. While atom transfer radical addition (ATRA) has been adopted in …
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Chloro-arylation of Alkenes via Cooperative Photoredox and Atom-transfer Catalysis
Alkyl chlorides represent one of the most widely applicable synthetic intermediates in organic chemistry due to their multi-dimensional reactivities. This thesis primarily focused on the development of a photocatalytic, aryl radical mediated chloro-arylation reaction of alkenes. The goal was to …
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Development of three-component alkene and 1,3-diene carbofunctionalization reactions
Given the prevalence of nitrogen-containing molecules in pharmaceuticals and agrochemicals, the development of efficient amination reactions is an essential research effort within the broad confines of organic method development. The ever-increasing complexity of the molecular structures used to …