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Applications of boronic acids in organic synthesis

This thesis describes progress on the application of boronic acids and borate esters as catalysts and reagents in synthetic organic chemistry, focusing on two areas: one-pot enolate formation/aldol reactions and amide bond formation. Chapter 1 introduces the reader to boronic acids and derivatives thereof, their methods of preparation and their use in synthetic organic chemistry as reactants, reagents and catalysts. Chapter 2 covers current chemical methods and cellular alternatives for amide bond formation. Here, we also discuss our use of boron reagents for the activation of carboxylic acids as well as amides. Chapter 3 introduces a new concept in catalytic aldol reactions, i.e. an alternative strategy to access boron enolates in situ. The work covers successful demonstration of the feasibility of such an approach on an intramolecular system. A novel variation of aerobic Chan–Evans– Lam coupling, an intramolecular coupling of an aliphatic alcohol with a boronic acid using catalytic copper, is also introduced Chapter 4 builds on our observations on gold catalysis and especially that in relation to electrophilic halogenations. Chapter 5 contains full details of the experimental procedures.

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Digital Commons @ USF > College of Arts and Sciences > Chemistry > Theses and Dissertations
Chemistry Theses and Dissertations
Theses/dissertations from 2022 2022.
Investigating a Potential STING Modulator , Jaret J. Crews
Exploring the Structure and Activity of Metallo-Tetracyclines , Shahedul Islam
Metabolomic Analysis, Identification and Antimicrobial Assay of Two Mangrove Endophytes , Stephen Thompson
Bioactivity of Suberitenones A and B , Jared G. Waters
Developing Efficient Transition Metal Catalyzed C-C & C-X Bond Construction , Chiyu Wei
Measurement in Chemistry, Mathematics, and Physics Education: Student Explanations of Organic Chemistry Reaction Mechanisms and Instructional Practices in Introductory Courses , Brandon J. Yik
Study on New Reactivity of Vinyl Gold and Its Sequential Transformations , Teng Yuan
Study on New Strategy toward Gold(I/III) Redox Catalysis , Shuyao Zhang
Theses/Dissertations from 2021 2021
Design, Synthesis and Testing of Bioactive Peptidomimetics , Sami Abdulkadir
Synthesis of Small Molecules for the Treatment of Infectious Diseases , Elena Bray
Social Constructivism in Chemistry Peer Leaders and Organic Chemistry Students , Aaron M. Clark
Synthesizing Laccol Based Polymers/Copolymers and Polyurethanes; Characterization and Their Applications , Imalka Marasinghe Arachchilage
The Photophysical Studies of Transition Metal Polyimines Encapsulated in Metal Organic Frameworks (MOF’s) , Jacob M. Mayers
Light Harvesting in Photoactive Guest-Based Metal-Organic Frameworks , Christopher R. McKeithan
Using Quantitative Methods to Investigate Student Attitudes Toward Chemistry: Women of Color Deserve the Spotlight , Guizella A. Rocabado Delgadillo
Simulations of H2 Sorption in Metal-Organic Frameworks , Shanelle Suepaul
Parallel Computation of Feynman Path Integrals and Many-Body Polarization with Application to Metal-Organic Materials , Brant H. Tudor
The Development of Bioactive Peptidomimetics Based on γ-AApeptides , Minghui Wang
Investigation of Immobilized Enzymes in Confined Environment of Mesoporous Host Matrices , Xiaoliang Wang
Novel Synthetic Ketogenic Compounds , Michael Scott Williams

Theses/Dissertations from 2020 2020
Biosynthetic Gene Clusters, Microbiomes, and Secondary Metabolites in Cold Water Marine Organisms , Nicole Elizabeth Avalon
Differential Mobility Spectrometry-Mass spectrometry (DMS-MS) for Forensic and Nuclear-Forensic applications , Ifeoluwa Ayodeji
Conversion from Metal Oxide to MOF Thin Films as a Platform of Chemical Sensing , Meng Chen
Asking Why : Analyzing Students' Explanations of Organic Chemistry Reaction Mechanisms using Lexical Analysis and Predictive Logistic Regression Models , Amber J. Dood
Development of Next-Generation, Fast, Accurate, Transferable, and Polarizable Force-fields for Heterogenous Material Simulations , Adam E. Hogan
Breakthroughs in Obtaining QM/MM Free Energies , Phillip S. Hudson
New Synthetic Methodology Using Base-Assisted Diazonium Salts Activation and Gold Redox Catalysis , Abiola Azeez Jimoh
Development and Application of Computational Models for Biochemical Systems , Fiona L. Kearns
Analyzing the Retention of Knowledge Among General Chemistry Students , James T. Kingsepp
A Chemical Investigation of Three Antarctic Tunicates of the Genus Synoicum , Sofia Kokkaliari
Construction of Giant 2D and 3D Metallo-Supramolecules Based on Pyrylium Salts Chemistry , Yiming Li
Assessing Many-Body van der Waals Contributions in Model Sorption Environments , Matthew K. Mostrom
Advancing Equity Amongst General Chemistry Students with Variable Preparations in Mathematics , Vanessa R. Ralph
Sustainable Non-Noble Metal based Catalysts for High Performance Oxygen Electrocatalysis , Swetha Ramani
The Role of aPKCs and aPKC Inhibitors in Cell Proliferation and Invasion in Breast and Ovarian Cancer , Tracess B. Smalley
Development of Ultrasonic-based Ambient Desorption Ionization Mass Spectrometry , Linxia Song
Covalent Organic Frameworks as an Organic Scaffold for Heterogeneous Catalysis including C-H Activation , Harsh Vardhan
Optimization of a Digital Ion Trap to Perform Isotope Ratio Analysis of Xenon for Planetary Studies , Timothy Vazquez
Multifunctional Metal-Organic Frameworks (MOFs) For Applications in Sustainability , Gaurav Verma
Design, Synthesis of Axial Chiral Triazole , Jing Wang
The Development of AApeptides , Lulu Wei
Chemical Investigation of Floridian Mangrove Endophytes and Antarctic Marine Organisms , Bingjie Yang
Theses/Dissertations from 2019 2019
An Insight into the Biological Functions, the Molecular Mechanism and the Nature of Interactions of a Set of Biologically Important Proteins. , Adam A. Aboalroub
Functional Porous Materials: Applications for Environmental Sustainability , Briana Amaris Aguila
Biomimetic Light Harvesting in Metalloporphyrins Encapsulated/Incorporated within Metal Organic Frameworks (MOFs). , Abdulaziz A. Alanazi
Design and Synthesis of Novel Agents for the Treatment of Tropical Diseases , Linda Corrinne Barbeto
Effect of Atypical protein kinase C inhibitor (DNDA) on Cell Proliferation and Migration of Lung Cancer Cells , Raja Reddy Bommareddy
The Activity and Structure of Cu2+ -Biomolecules in Disease and Disease Treatment , Darrell Cole Cerrato
Simulation and Software Development to Understand Interactions of Guest Molecules inPorous Materials , Douglas M. Franz
Construction of G-quadruplexes via Self-assembly: Enhanced Stability and Unique Properties , Ying He
The Role of Atypical Protein Kinase C in Colorectal Cancer Cells Carcinogenesis , S M Anisul Islam
Chemical Tools and Treatments for Neurological Disorders and Infectious Diseases , Andrea Lemus
Antarctic Deep Sea Coral and Tropical Fungal Endophyte: Novel Chemistry for Drug Discovery , Anne-Claire D. Limon
Constituent Partitioning Consensus Docking Models and Application in Drug Discovery , Rainer Metcalf
An Investigation into the Heterogeneity of Insect Arylalkylamine N -Acyltransferases , Brian G. O'Flynn
Evaluating the Evidence Base for Evidence-Based Instructional Practices in Chemistry through Meta-Analysis , Md Tawabur Rahman
Role of Oncogenic Protein Kinase C-iota in Melanoma Progression; A Study Based on Atypical Protein Kinase-C Inhibitors , Wishrawana Sarathi Bandara Ratnayake
Formulation to Application: Thermomechanical Characterization of Flexible Polyimides and The Improvement of Their Properties Via Chain Interaction , Alejandro Rivera Nicholls
The Chemical Ecology and Drug Discovery Potential of the Antarctic Red Alga Plocamium cartilagineum and the Antarctic Sponge Dendrilla membranosa , Andrew Jason Shilling
Synthesis, Discovery and Delivery of Therapeutic Natural Products and Analogs , Zachary P. Shultz
Development of α-AA peptides as Peptidomimetics for Antimicrobial Therapeutics and The Discovery of Nanostructures , Sylvia E. Singh
Self-Assembly of 2D and 3D Metallo-Supramolecules with Increasing Complexity , Bo Song
The Potential of Marine Microbes, Flora and Fauna in Drug Discovery , Santana Alexa Lavonia Thomas
Design, Synthesis, and Self-Assembly of Supramolecular Fractals Based on Terpyridine with Different Transition Metal Ions , Lei Wang
Theses/Dissertations from 2018 2018
Fatty Acid Amides and Their Biosynthetic Enzymes Found in Insect Model Systems , Ryan L. Anderson
Interrogation of Protein Function with Peptidomimetics , Olapeju Bolarinwa
Characterization of Nylon-12 in a Novel Additive Manufacturing Technology, and the Rheological and Spectroscopic Analysis of PEG-Starch Matrix Interactions , Garrett Michael Craft
Synthesis of Novel Agents for the treatment of Infectious and Neurodegenerative diseases , Benjamin Joe Eduful
Survey research in postsecondary chemistry education: Measurements of faculty members’ instructional practice and students’ affect , Rebecca E. Gibbons
Design, Synthesis, Application of Biodegradable Polymers , Mussie Gide
Conformational Fluctuations of Biomolecules Studied Using Molecular Dynamics and Enhanced Sampling , Geoffrey M. Gray
Analysis and New Applications of Metal Organic Frameworks (MOF): Thermal Conductivity of a Perovskite-type MOF and Incorporation of a Lewis Pair into a MOF. , Wilarachchige D C B Gunatilleke
Chemical Investigation of Bioactive Marine Extracts , Selam Hagos
Optimizing Peptide Fractionation to Maximize Content in Cancer Proteomics , Victoria Izumi
Germania-based Sol-gel Coatings and Core-shell Particles in Chromatographic Separations , Chengliang Jiang
Synthesis, Modification, Characterization and Processing of Molded and Electrospun Thermoplastic Polymer Composites and Nanocomposites , Tamalia Julien
Studies Aimed at the Synthesis of Anti-Infective Agents , Ankush Kanwar
From Florida to Antarctica: Dereplication Strategies and Chemical Investigations of Marine Organisms , Matthew A. Knestrick
Sorbent Enrichment Performance of Aromatic Compounds from Diluted Liquid Solution , Le Meng
Development of Bioactive Peptidomimetics , Fengyu She
Azamacrocyclic-based Frameworks: Syntheses and Characterizations , Chavis Andrew Stackhouse
Structure-based Design, Synthesis and Applications of a New Class of Peptidomimetics: 'Y -AA Peptides and Their Derivatives , Ma Su
Theses/Dissertations from 2017 2017
Chemical Investigations of Fungal Natural Products for Drug Discovery , Danielle H. Demers
Formation of Carbon-Carbon and Carbon-Hetero Bonds through Gold Catalysis , Boliang Dong
Understanding Gas Sorption Mechanisms in Metal–Organic Materials via Computational Experimentation , Katherine A. Forrest
New Reaction Discoveries in Gold Catalysis , Seyedmorteza Hosseyni
Toward the Synthesis of Naphthalene-Bridged Bis-Triazole Bimetallic Complexes , Sean M. Johnson
Sol-gel Niobia-based Sorbents for the Enrichment of Organophosphorus Compounds by Capillary Microextraction Online Coupled to High Performance Liquid Chromatography , Sheshanka Kesani
Investigating Students’ Basic Needs and Motivation in College Chemistry Courses with the Lens of Self-Determination Theory , Yujuan Liu
Studies of Polyacrylate Based Nanoparticle Emulsions , Faeez Mahzamani
On the Conformational Dynamics of DNA: A Perspective from Molecular Dynamics Simulations , Ning Ma
Diversifying Homogenous Au(I)-Catalysis through New Reaction Discovery , Stephen Motika
Design, Synthesis, Applications of Polymers and Dendrimers , Alekhya Nimmagadda
Germania- and silica-based perfluorinated and non-fluorinated sol-gel sorbents for capillary microextraction in chromatographic analysis , Emre Seyyal
Hydroalkynylation of Oxocarbenium Intermediates via Au(I) Catalysis , Courtney Smith Smith
Magnetic Nanostructure Application in SERS Detection of Melatonin and Resonance Raman Characterization of Binding of Catechol Moieties with Antibiotic , Siqi Sun
Structure and Activity of Metallo-Peptides , Christian C. Tang
Investigations into the Non-Mevalonate Isoprenoid Biosynthesis Pathway's First Two Enzymes utilizing Hybrid QM/MM Techniques , Justin K. White
Metal-Organic Frameworks and MOF-derived Carbon Materials for Fuel Cell Applications , Kia Williams
Design and Synthesis of CpG-Lytic Peptide Conjugate, Brachytherapy Beads and a Combinatorial Library of Primary Amines used as Potential Therapeutics in the Treatment of Cancers , Josanne-Dee Woodroffe
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IMAGES
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The first part of this thesis was dedicated to the development of a biphasic solvent system comprising an organic alcohol and water. The advantages of this
His love for organic chemistry and teaching was truly inspiring. During my time at Caltech I have had the privilege of working closely with many people.
Here you'll find theses from our PhD students of the Synthetic Organic Chemistry group at Radboud University.
Doctoral thesis , UCL (University College London). ... PDF 1302408.pdf ... acids and borate esters as catalysts and reagents in synthetic organic chemistry
BRATISLAVA. SCIENTIFIC FACULTY, Departmet of Organic Chemistry. THESIS ... Antoine Lanfranchi and in this time I have decided to apply for PhD study.
PDF · Measurement in Chemistry, Mathematics, and Physics Education: Student Explanations of Organic Chemistry Reaction Mechanisms and Instructional
Master's Thesis in Organic Chemistry. ON THE SYNTHESIS OF A. N THE SYNTHESIS OF A FIMBROLIDE. Alexandre Descomps. June, 2008. Faculty of Science.
The work presented in this thesis was carried out at the Institute for Organic Chemistry of the. RWTH Aachen University between September 2010 to September
He obtained his. PhD in Organic Chemistry at Babes-Bolyai University in Cluj-Napoca. Synthesis and conformational analysis of saturated heterocyclic compounds
Doctoral Thesis: "Computational studies and design of biomolecular Diels- ... organic chemistry, and asymmetric Diels-Alder catalysis allows for rapid con-.