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Showing 1 to 20 of 29 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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Enantioselective synthesis of cyclic beta-amino alcohols via tandem hydroalumination-cyclization-reduction of ethoxycarbonyl vinyl sulfoximines and application to the synthesis of potential aggrecanase inhibitors
The beta-amino alcohol moiety is a common structural component in a wide variety of natural occurring compounds, synthetic pharmacologically important molecules, ligands and chiral auxiliaries for asymmetric synthesis. Due to the fact that the stereochemistry of the beta-amino alcohol moiety is …
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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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Polymergebundene Homogenkatalysatoren : Untersuchungen zum Einfluss des Polymerrückgrates auf die Produktselektivität
… then homochiral polymer backbone and the chiral amino alcohol attached to it. It could be shown that the configuration of the norbornene fragment plays an important role in the formation of immobilized catalysts for enantioselective transformations. It predominates the conformation of the polymer …
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Novel Chiral Diamines and (S)-6-Chloronicotine Derivatives as Catalysts for Asymmetric Synthesis
… For example, selectively synthesizing secondary alcohols that are ubiquitous in natural products and pharmaceuticals can be achieved through the catalytic asymmetric addition of an alkylzinc to an aldehyde. In the Comins group, we have developed new chiral diamines, amino alcohols, and amino …
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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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Studies on the Zinc-mediated Phenyl and Alkynyl addition to Carbon-heteroatom double bonds
… aldehydes. As a result, chiral secondary alcohols were obtained in good yields with up to 81% enantiomeric excess. In the second part of this work, the synthesis of propargylic amines by the reaction of a mixture of a terminal acetylene and dimethylzinc with imines was developed. Whereas …
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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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Katalytische, enantioselektive Synthesen von Diarylmethanolen und Allylalkoholen
… phenyl transfer, were N-substituted beta-amino alcohol derivatives, including either cis- or trans-beta-aminocyclohexanols and an open chain pyrrolinyl amino alcohol. The products were attained in good yields (73-99%) with enantioselectivities of between 6% and 87% ee. Triphenylborane was …
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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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