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Showing 1 to 20 of 23 for “"Amino alcohol"”.
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Allylic C—H activation to access anti-1,3-amino alcohol motifs
1,3-Amino alcohols are common motifs in a variety of biologically active molecules including antivirals, antibiotics, antifungals, and various alkaloids. Due to their prevalence and utility as synthetic intermediates, a variety of methods have been developed to access these motifs in a …
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The Synthesis, Stereochemistry, and Reactions of Cobalt(iii) Complexes With Amino Alcohol Ligands
Made available in DSpace on 2014-12-10T23:02:09Z (GMT). No. of bitstreams: 1 7511590.pdf: 5036544 bytes, checksum: 30b95424ee091306a93365d94e0f95fb (MD5) Previous issue date: 1974
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Copper-catalyzed enantioselective stereodivergent synthesis of amino alcohols
… approach for the expeditious construction of amino alcohols with high levels of chemo-, regio-, diastero- and enantioselectivity. Specifically, these amino alcohol products were synthesized using the sequential copper hydride-catalyzed hydrosilylation and hydroamination of readily available …
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Enantioenriched Homoaldol Products, Beta-Substituted Ketones, Isoxazolines, and Beta-Lactams Through Elaboration of Allylamine Asymmetric Homoenolate Equivalents: Synthesis and Elucidation of Reaction Pathways
… an enantiomerically pure beta-lactam via a beta-amino alcohol and a beta-amino acid in six synthetic steps in 25% overall yield.
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Antimalarial and cysteine protease inhibitor pharmacophores as scaffolds for new antimalarial agents
… agents were initially designed based on the β-amino alcohol bioactiphore, a subunit that is found in a number of antimalarial agents. (ii) Various thiosemicarbozones and semicarbozones were designed and synthesized as potential mechanism-based inhibiotrs of parasitic cysteine proteases. (iii) …
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Development of palladium catalyzed intramolecular allylic C―H amination and oxidation towards pharmacological motifs
… of methodologies for the synthesis of syn-1,3 amino alcohol motifs, syn- and anti- vicinal diamine motifs and chroman heterocycle motifs is described. A highly selective and general Pd(II)/bis-sulfoxide-catalyzed allylic C—H amination reaction en route to syn-1,3-amino alcohol motifs is first …
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New frontiers in allylic C––H amination via palladium/sulfoxideoxazoline catalysis
… that enables unprecedented access to anti-1,3 amino alcohols in good yields (33 substrates, avg. 66%) and high selectivities (avg. 10:1 dr). Switching ligand to (±)-CF3-SOX using a less bulky quinone oxidant (BQ), the kinetic syn- 1,3 amino alcohol motif can be accessed in comparable yields and …
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Synthesis of Bicyclic and Tricyclic Analogues of Oxazolidinone
… ring of these tricyclic compounds, a series of amino alcohol derivatives with a piperazine-triazole framework have been generated. In addition, the use of copper catalyst allows the occurrence of the intermolecular cycloaddition to afford four macrocyclic dimers.</p>
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DISCOVERY OF NOVEL MACROLIDE ANTIBIOTICS AND METHODOLOGY DEVELOPMENT OF N-SULFINYL METALLODIENAMINES
… sugar has been replaced with an acyclic amino alcohol surrogate; 2) In cellulo Click chemistry wherein the bacterial cell serves as the reaction vessel and the ribosome catalyzes the formation of triazole cycloadducts by testing different combinations of azide and alkyne fragments. One of …
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The Application and Evolution of Chiral Ion-Paired Rhodium(II,II) Tetracarboxylate Catalysts for Enantioselective Nitrene Transfer
… an enantioselective aziridination of alkenyl alcohols using these catalysts is presented, which was conducted in collaboration with Dr. Alexander Fanourakis and Arthur R. Lit. This methodology displayed high enantioselectivities for a wide scope of substrates, covering alkene substitution …
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Asymmetric Synthesis of 1,3-Amino Alcohols and Tropinone Derivatives From Enantiopure Sulfinimines
… of piperidine-containing syn and anti 1,3-amino alcohols as well as tropinone and tropane-containing derivatives using sulfinimines (N-sulfinyl imines) as precursors for acid-catalyzed cascade cyclizations. Chiral N-sulfinyl b-amino ketones derived from N-sulfinyl b-amino Weinreb amides, …
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Studies in asymmetric synthesis I the asymmetric alpha-alkylation of N,N-dimethylhydrazones II the synthesis of 1,3-amino alcohols via the aldol-Tishchenko reaction
… of non chiral azaenolates. Part II The 1,3-amino alcohol moiety is present in many molecules of pharmaceutical and biological interest with examples found consistently throughout the literature both as chiral ligands and key synthetic intermediates for biologically active natural products. …
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Design, synthesis, and biological evaluation of diketopiperazine based ionizable lipids for the in vivo delivery of messenger RNA
… designed and synthesized a new series of alkenyl amino alcohol (AAA) ionizable lipids for mRNA delivery to the liver. When formulated into LNPs, these AAA ionizable lipids induce high concentrations of human erythropoietin (EPO) protein at therapeutically relevant doses of mRNA. Notably, LNPs …
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Development of Potent Inhibitors of the Sphingosine-1-Phosphate Transporter Spns2 for the Treatment of Multiple Sclerosis
Sphingosine-1-phosphate (S1P) is an amino-alcohol signaling molecule produced from the intracellular phosphorylation of the lipid sphingosine. Despite possessing several identified intracellular targets, the predominant signaling functionality of S1P is derived from its activation of membrane-bound …
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Studies in asymmetric synthesis: I. the asymmetric α-alkylation of N,N-dimethylhydrazones II. the asymmetric aldol-Tishchenko reaction of (S)-tert-butanesulfinyl imines for the introduction of 2, 3, 4 and 5 new chiral centres in one pot
… and diastereoselective synthesis of anti-1,3-amino alcohol derivatives using an aldol-Tishchenko reaction. A range of acetophenone and propiophenone derived anti-1,3 amino alcohols was synthesised using N-tert-butanesulfinyl imines. A number of potential aldol acceptors including aldimines and …
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Novel Antimalarial and Antitubercular Agents Based on Natural Products
… groups: (i) thiolactone-isatin hybrids, (ii) -amino alcohol thiolactone-chalcone and isatin-chalcone hybrids, and (iii) dihydroartemisinin-isatin, dihydroartemisinin-chalcones and other miscellaneous hybrids. These were evaluated for antiplasmodial activity against the chloroquine resistant …
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An Investigation into the utilisation of ethanolamine by uropathogenic E. coli
… ascension of the urethra. Ethanolamine, an amino alcohol found naturally in phospholipids as phosphatidylethanolamine, can be metabolised by bacteria to be used as an alternate source of nitrogen and carbon. Within the GI tract ethanolamine provides pathogenic bacteria with a competitive …
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New methodology for the synthesis of chiral, non-racemic a-tertiary amine centres: application to the synthesis of the marine alkaloid lepadiformine
… to both natural and unnatural α,α-disubstituted amino acids. Application to an attempted synthesis of lepadiformine is described in the final section, whereby the ATA of the alkaloid is constructed in an acyclic form employing the newly developed methodology. Reductive (non-destructive) removal …
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Harnessing cheminformatics for catalyst design I. Investigation into a general, asymmetric synthesis of cinchona alkaloid analogs towards asymmetric phase transfer II. Development of an enantioselective brønsted acid catalyzed four-component Ugi reaction
… method was a kinetic acylation of the resultant amino alcohol. However only a modest selectivity factor (6.4) was observed and not synthetically useful. The second ‘core’ investigated was (R)-BINOL derived phosphoric acids. The formation of the BPA catalysts was a synthetic collaboration, in …
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Synthesis of Structurally Diverse N-Substituted Quaternary Carbon Containing Small Molecules and Their Application as Novel Starting Points for Drug Discovery
… first chapter we utilise an α,α-disubstituted amino alcohol building block to generate 12 novel three-dimensional fragments containing an underrepresented N-substituted quaternary carbon moiety. These molecules ultimately contributed to a screening library of 40 compounds featuring this key …
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