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Search theses and dissertations gathered from participating repositories worldwide. Every result links back to the library that holds it. No account is needed.
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Showing 1 to 15 of 15 for “"boronic esters"”.
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STEREOSPECIFIC SUZUKI-MIYAURA CROSS-COUPLING OF CHIRAL BENZYLIC BORONIC ESTERS AND VINYL BROMIDES
… stereospecific coupling between chiral secondary boronic esters and aryl iodides. In this thesis, we report our investigations towards expanding the scope of our established Csp2-Csp3 coupling reaction with chiral boronic esters. By employing vinyl halides as electrophiles, we can …
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Transmetalation from boronic esters to arylpalladium complexes without prior hydrolysis – mechanistic studies and preparative applications in the anhydrous, Suzuki-Miyaura cross-coupling reaction
… pre-transmetalation intermediates incorporating boronic esters have been characterized, proving the competency of boronic esters to undergo transmetalation without prior hydrolysis. Boronic ester structure was found to have a significant impact on both pretransmetalation intermediate speciation …
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I. Anhydrous Suzuki-Miyaura cross-coupling of boronic esters enabled by potassium trimethylsilanolate II. investigations into the atropselective n-arylation of benzimidazoles utilizing the Chan-Evans-Lam coupling
Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2025-08-01
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The Development of New Stereoselective Transformations Using Alkenyl Boronate Complexes
… for the stereoselective synthesis of chiral boronic esters via multicomponent coupling. These complexes can react with electrophiles through a 1,2-metalate rearrangement process, resulting in the net addition of a carbon-based migrating group and the electrophile across the alkene. While …
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Chloro-arylation of Alkenes via Cooperative Photoredox and Atom-transfer Catalysis
… focused on the chloro-arylation of vinyl boronic esters, which provided a flexible strategy for the streamlined synthesis of complex β-aryl α-chloroboronic esters. Structurally diversified and readily available diaryliodonium triflate and vinyl boronic esters were tolerated. The obtained …
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Photoredox C–C Cross-Coupling Reactions using Boronic Acid Derivatives
… as reagents in organic synthesis, the use of boronic acid derivatives to generate carbon-centred radicals remains elusive. This dissertation explores the utilisation of photoredox catalysis to generate carbon radicals from boronic acid derivatives and subsequently engage them in C–C …
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Iridium-Catalyzed Enantioselective Allylation of Alkenyl Boronates
Organoboronic esters are highly functionalizable synthetic intermediates owing to their unique reactivity that allows for pre-complexation with organometallic reagents to form boronates, which can then engage in bimolecular reactions. Furthermore, incorporation of boronic esters into their …
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Total synthesis and study of the antilipoperoxidant peridinin, synthesis of versatile MIDA boronate building blocks, and a general strategy for the synthesis of polyenes
… of haloallenes and the transesterification of boronic esters to MIDA boronates and MIDA boronates to boronic esters. Utilizing this synthetic material, we probed the antilipoperoxidant activity of peridinin in a chemically defined liposome based system and discovered that peridinin is far more …
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I. Reaction mining—a next-generation platform for reaction discovery II. Rapid, anhydrous, homogenous Suzuki-Miyaura cross-coupling of aryl and alkylboronates
… and B-alkyl Suzuki-Miyaura cross-coupling of boronic esters and boronates. Chapter 1 describes previous efforts by Sarlah and Shved to accelerate the reaction discovery process with the combination of data science, HTE, and artificial isotope distributions. A workflow was subsequently designed …
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Diastereoselective α-Alkylation of Chiral β-Borylated Esters
… for the α-alkylation of chiral β-borylated esters. We propose that standard deprotonation of chiral β-borylated esters with lithium diisopropylamide (LDA) leads to the formation of a boron"ate" intermediate that upon treatment with an alkylation reagent collapses to provide chiral α, …
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Synthesis and Application of Boronic Acid Derivatives
Boronic acids are attractive synthetic intermediates and have been shown to be effective as inhibitors of various enzymes. In this project, the overarching goal is the selective inhibition of a protease present in the mitochondria known as human ClpXP. To study the potential selective inhibition of …
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Advances in Selectivity of the Suzuki-Miyaura and Hofmann-Löffler-Freytag Reactions
… cross-coupling transformations of alkyl pinacol boronic esters with polyhalogenated (hetero)arenes. These Suzuki-Miyaura processes facilitate access to a wide variety of alkyl-substituted aromatic compounds, specifically 2-alkylpyridines, which constitute an important class of functional …
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High-Throughput Methods For Reaction Development Using The Mosquito® Liquid Handling Robot
… using multi-parallel arrays. A total of 30 boronic esters were screened against eight bases, six copper catalysts and two ligands, totaling 5,888 reactions. All reaction components were parameterised using experimental and computational descriptors to generate a predictive model, in …
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Development of Methods for Boron Reagents
… of alpha-trifluoromethyl-alpha,beta-unsaturated esters is described in Chapter 2. The borylation is copper-catalyzed (10 mol %) and proceeds in the presence of stoichiometric bis(pinacolato)diboron and sodium tert-butoxide. The reaction affords compounds that contain two potentially useful …
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Click Chemistry on DNA and Targeting RNA structure with Peptide Boronic Acids
… diagnostics. Interest in peptides incorporating boronic acid moieties is increasing due to their potential as therapeutics/diagnostics for a variety of diseases such as cancer. The utility of peptide boronic acids may be expanded with access to vast libraries that can be deconvoluted rapidly and …