Дисертації з теми "Total Synthesis, Methodology"
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O'Hora, Paul. "Novel methodology towards the total synthesis of Pseudopterogorgia metabolites." Thesis, Loughborough University, 2013. https://dspace.lboro.ac.uk/2134/13437.
Повний текст джерелаVarela, Ann. "Application of lithiantion-borylation methodology to alkaloid synthesis : total synthesis of (-) -stemaphylline." Thesis, University of Bristol, 2017. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.730870.
Повний текст джерелаGerstenberger, Brian Stephen. "Progress towards the total synthesis of diazonamide A and related new methodology /." Diss., Digital Dissertations Database. Restricted to UC campuses, 2007. http://uclibs.org/PID/11984.
Повний текст джерелаStevens, Kiri. "Methodology for the synthesis of NP25302 and other bioactive natural products." Thesis, University of Oxford, 2011. http://ora.ox.ac.uk/objects/uuid:ae18879e-d75e-4280-ba55-1ae08e64034f.
Повний текст джерелаMarshall, Laura. "Novel methodology for the synthesis of ¹³C-labelled phenols and its application to the total synthesis of polyphenols /." St Andrews, 2010. http://hdl.handle.net/10023/875.
Повний текст джерелаMarshall, Laura J. "Novel methodology for the synthesis of ¹³C-Labelled phenols and its application to the total synthesis of polyphenols." Thesis, University of St Andrews, 2010. http://hdl.handle.net/10023/875.
Повний текст джерелаPicot, Ondine. "Homoallylation énantiosélective d'aldéhydes par des diènes 1,3. Vers la synthèse de la (-)-spongidepsine." Thesis, Université Paris sciences et lettres, 2020. http://www.theses.fr/2020UPSLS030.
Повний текст джерела-)-Spongidepsin is a cyclodepsipeptide isolated from the marine sponge Spongia sp. This compound exhibitscytotoxic and antiproliferative activities against several cancer cell lines. Until now, five total syntheses and two formal ones have already been reported, all of them including a disconnection of (-)-spongidepsin into three fragments: a carboxylic acid (C1-C5), a bis-homoallylic alcohol (C6-C13) and N-methyl-phenylalanine. Our objective was to develop a flexible, short and scalable synthesis of (-)-spongidepsin that could be used for further biological studies and for the preparation of analogs. The synthesis of the acid fragment was achieved according to reported procedure. To access the C6-C13 fragment, an unprecedented enantioselective nickel-catalyzed homoallylation of aldehydes with dienes was developed. The reaction was performed using a combination of NiCl2 with enantio enriched phosphoramidites derived from BINOL in the presence of a hydrogen donor, Et2Zn and a 1,3-diene. A range of aromatic, aliphatic and α,β-unsaturated aldehydes were transformed into the corresponding bis-homoallylic alcohols with moderate to good yields and enantioselectivity. The method was successfully applied to the synthesis of C6-C13 fragment of (-)-spongidepsin
Lewis, Simon Eliot. "The decarboxylative Ireland-Claisen rearrangement : methodology studies and approaches to the total synthesis of (-)-suaveoline." Thesis, Imperial College London, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.429457.
Повний текст джерелаRosset, Isac George. "Diazocetonas α,β-insaturadas como reagentes multifuncionais: aplicação na síntese de alcaloides piperidínicos e pirrolidínicos." Universidade de São Paulo, 2015. http://www.teses.usp.br/teses/disponiveis/75/75133/tde-20052015-101409/.
Повний текст джерелаThe first part of this work describes the preparation of a new HWE olefination reagent to prepare diazoketones α, β-unsaturated with Z geometry and its application in the synthesis of functionalized piperidine cores. After the optimization of the HWE reaction using benzaldehyde as a standard it was possible to prepare the desired Z isomer in 92% (Z:E 9:1). The key reaction for formation of the piperidine cores, N-H metal-catalyzed insertion performed to give a yield of up to 70%. The versatility of the methodology was demonstrated by an application to the synthesis of the natural product (±)-3,4,5-triidroxypiperidine and studies in the synthesis of (-)-1-deoxy-altronojirimicine. The chemistry of α, β-unsaturated diazoketones was also employed in the synthesis of another natural product, the alkaloid (±)-preussine. The employed route showed high stereoselectivity in the key-reaction (Stevens Rearrangement) as well as in the subsequent reduction of the formed ketone with a reducing agent (L-Selectride) giving an overall yield of 40%. We also tried to extend the methodology to prepare trisubstituted α, β-unsaturated diazoketones from the reaction with the olefination reagent and ketones. However, after several attempts no fruitful results were abtained.
Throup, Adam Eric. "Synthetic methodology and application of enamine [2+2] cyclisations for cyclobutane synthesis : development of integrin antagonists as anticancer therapeutics towards a total synthesis of providencin." Thesis, University of Bradford, 2015. http://hdl.handle.net/10454/14411.
Повний текст джерелаThroup, Adam E. "Synthetic Methodology and Application of Enamine [2+2] Cyclisations for Cyclobutane Synthesis. Development of Integrin Antagonists as Anticancer Therapeutics Towards a Total Synthesis of Providencin." Thesis, University of Bradford, 2015. http://hdl.handle.net/10454/14411.
Повний текст джерелаVerrier, Charlie. "Développement de nouvelles méthodologies autour du tertbutanesulfinamide et des éthers d'ynols - Vers la synthèse totale d'alcaloïdes de la famille des lycorines." Thesis, Grenoble, 2013. http://www.theses.fr/2013GRENV052/document.
Повний текст джерелаThe work reported in this manuscript mainly concerns the study of a synthetic strategy targetting the lycorine-type alkaloïds, compounds that are not well known but have shown interesting biological activities. In this context, a methodology concerning the nucleophilic addition of oxygenated acetylides on chiral Ellman's sulfinylimines has been developped, allowing the construction of oxygenated propargylamines xith an excellent diastereoselectivity. This reaction couldn't be applied to the total synthesis because of the fail of the precedent step of our synthteic plan, consisting in the reduction of sulfinylimidates into an aldimine. The reactivity of the oxygenated propargylsulfinamides has then been studied, allowing the preparation of aminoesters, functionalized enol ethers and sulfonyl protected propargylamines. Their cyclisation under metallic catlysis has been explored too, providing cyclic sulfoximines that had not been described before. In parallel, a general and green procedure for the synthesis of imines and imidates has been developped
Gilligan, Ruth Elaine. "Copper-catalyzed C-H arylation : development of new methodology and its application to the total synthesis of staurosporinone." Thesis, University of Cambridge, 2013. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.607788.
Повний текст джерелаChen, Chiliu. "Efforts toward the first enantioselective total synthesis of praziquantel and synthetic model studies on ecteinascidin 743 by novel aromatic C-H insertion methodology." [Tampa, Fla.] : University of South Florida, 2004. http://purl.fcla.edu/fcla/etd/SFE0000266.
Повний текст джерелаGayraud, Oscar. "A journey into the total synthesis of Aspochalasins.From a two-phase strategy to peroxide rearrangements." Thesis, Institut polytechnique de Paris, 2020. http://www.theses.fr/2020IPPAX071.
Повний текст джерелаOver almost two centuries, synthetic chemists have been interested in reproducing molecules found in Nature. Natural products are an almost infinite source of synthetic challenges by their complex structural diversity. Chemists have employed diverse approaches to access a vast number of them. From target-oriented synthesis to diverted total synthesis, strategies in natural product synthesis have evolved to produce diverse compounds from common intermediates in a short number of steps. Furthermore, DFT calculations have sometimes been used to assist chemists to solve problems encountered during total syntheses. The purpose of this thesis was the total synthesis of natural products of the cytochalasin family and the development of related synthetic methods, by using the strong support of DFT calculation.A two-phase approach to produce aspochalasin natural products, such as trichodermone and trichoderone A, will be presented. The construction of the main core will use Suzuki-Miyaura cross coupling reaction, Sharpless asymmetric dihydroxylation, Ireland-Claisen rearrangement and Diels-Alder cycloaddition. The Diels-Alder reaction towards the isoindolone core will be enhanced by DFT calculations. Then, a second phase using diverse redox processes will be employed to selectively oxidized tetracyclic intermediate to reach diverse aspochalasins.Organic peroxide rearrangements can produce a diverse variety of oxygenated functions. During the Criegee and Hock rearrangements, allylic and benzylic peroxides rearrange to form oxocarbenium species which are then trapped by water to form carbonyl derivatives. In this chapter, new methods will be presented where diverse nucleophiles will be used to trap oxocarbeniums and generate cyclic ethers
Chatare, Vijay K. "METHODOLOGY AND NATURAL PRODUCT SYNTEHSIS: (A) NOVEL GLYCOSYL DONORS; (B) N-SULFINYL METALLODIENAMINES AND THEIR APPLICATION TO THE TOTAL SYNTHESIS OF (–)-ALBOCYCLINE." Diss., Temple University Libraries, 2017. http://cdm16002.contentdm.oclc.org/cdm/ref/collection/p245801coll10/id/456762.
Повний текст джерелаPh.D.
My research involved in two different areas, development of novel glycosylation methodology and scope in oligosaccharide synthesis. A new scaffold for antibiotic development targeting the bacterial cell wall: Total synthesis of Albocycline and its analogs to see the mechanism of action in cell wall biosynthesis. Developed novel gem-dimethyl analogs of Fraser-Reid’s NPGs from 3,3-dimethyl 4-pentenol and 2,2-dimethyl 4-pentenol. These donors are stable toward acidic and basic conditions, which makes them step-efficient when compared to other glycosylating agents. The scope and reactivity of 3,3-dimethyl 4-pentenyl glycosides of glucose, mannose, galactose, and N-acetylglucosamine have been studied extensively for oligosaccharide synthesis. The donors are readily prepared from commercial starting materials and both glycosylation and hydrolysis yields are in the synthetically useful in oligosaccharide synthesis. NSMD methodology introduced a key step in albocycline synthesis, where (‒)-albocycline has great biological activity against “superbug” methicillin-resistant Staphylococcus aureus (MRSA). We hypothesize that albocycline inhibits the first committed step in bacterial cell wall biosynthesis. We have successfully completed two generation syntheses of albocycline. Vinylogous aldol on the left-handed fragment, aldehyde to get selectively up alcohol at the C-8 position using Davis-Ellman sulfinylimine chemistry and then oxidation with Davis oxaziridine to access requisite stereochemistry at C-4 alcohol followed by Horner-Wadsworth-Emmons to access seco-acid. Finally, a Keck macrolactonization reaction provided access to desired (‒)-Albocycline.
Temple University--Theses
Corbin, Mathilde. "Formation de liaisons carbone-azote : application à la synthèse de benzazoles et de produits naturels marins bioactifs." Thesis, Université Paris-Saclay (ComUE), 2016. http://www.theses.fr/2016SACLS324/document.
Повний текст джерелаThis manuscript describes synthetic approaches of benzosceptrin, a pyrrole-2-aminoimidazole (P-2-AI) isolated from a marine sponge, via C-N bond formation and a [2+2] photodimerization. Its synthesis presents the challenges of the benzo-bis-2-aminoimidazole moiety construction and the regio- and stereoselective synthesis of the benzocyclobutanic motif. With this objective, a new methodology of diamination of 2-cyclohexenones by 2-aminopyrimidine and 2-aminopyridines in the presence of the very simple iron/iodine/dioxygen catalytic system has been developed. It was also extended to chalcones and chromone. The application of this method allowed the synthesis of the benzo-bis-2-aminoimidazole moiety of benzosceptrin via the formation of 4 C-N bonds, in 6 steps in an overall yield of 28 % and to explore the reactivity of some intermediates. The second cyclobutanic moiety has been completed thanks to the development of a stereo- and regioselective photodimerization [2+2] of a (E)-3-(imidazo[1,2-a]pyrimidin-2-yl)acrylic acid. Although the total synthesis of benzosceptrin was not achieved, this work allowed the preparation of a chemical library of 50 simplified derivatives for biological evaluations. Those evaluations in kinases inhibition and cytotoxicity helped to highlight an original and interesting cytotoxic product. This research permitted to progress the synthesis of benzosceptrin, to develop a new method of diamination and to create a chemical library of simplified derivatives of a natural product
Landaverry, Yakira Rodríguez. "Histidine-tyrosine side chain bonding : (1) Synthesis of cytochrome c oxidase active site model systems. (2) Synthetic methodology for the synthesis of the core histidine-tyrosine depeptide assembly of the natural products aciculitins A-C. Progress towards the total synthesis of psymberin: synthesis of the pyran core /." Diss., Digital Dissertations Database. Restricted to UC campuses, 2007. http://uclibs.org/PID/11984.
Повний текст джерелаZhao, Senzhi. "NOVEL APPROACHES TO STRYCHNOS AND ASPIDOSPERMA ALKALOIDS." Diss., Temple University Libraries, 2015. http://cdm16002.contentdm.oclc.org/cdm/ref/collection/p245801coll10/id/367411.
Повний текст джерелаPh.D.
All Strychnos and Aspidosperma alkaloids possess a core pyrrolo[2,3-d]carbazole ABCE tetracycle. In order to develop an efficient and divergent methodology for the synthesis of Strychnos alkaloids, a streamlined synthetic sequence to the ABCE tetracycle has been developed. It features a Mitsunobu activation of an N-hydroxyethyl gramine intermediate and subsequent intramolecular aza-Baylis-Hillman reaction. This method was first applied in the total synthesis of (±)-alstolucine B. Additional key steps in the synthesis included (1) chemoselective intermolecular and intramolecular Michael additions and (2) a Swern indoline oxidation. The second application of this method was in the first total synthesis of (-)-melotenine A, a novel rearranged Aspidosperma alkaloid with potent biological activity. Additional key steps in the synthesis included (1) a Piers annulation of a vinyl iodide and a methyl ketone to prepare the D ring and (2) a site-selective intermolecular vinylogous aldol reaction
Temple University--Theses
Mondière, Aurélie. "Réactions multicomposants et applications : synthèse de cyclopent[b]indoles et pyrrolo[1,2-a]indoles : synthèse diastéréosélective de lignanes tétrahydrofuraniques trisubstitués." Phd thesis, Université Claude Bernard - Lyon I, 2010. http://tel.archives-ouvertes.fr/tel-00837814.
Повний текст джерелаChen, Mingying. "A new methodology for the total synthesis of mitomycinoid FR900482." Thesis, 1998. http://hdl.handle.net/1911/17160.
Повний текст джерелаKartika, Rendy. "Programs towards tetrahydropyran containing small macrolides of cyanobacterial origins synthetic methodology development and total synthesis /." 2008. http://etd.nd.edu/ETD-db/theses/available/etd-09122008-141650/.
Повний текст джерелаThesis directed by Richard E. Taylor for the Department of Chemistry and Biochemistry. "September 2008." Includes bibliographical references (leaves 569-605).
Joshua, William Boyle. "A Unified Approach to Carbocyclic Frameworks: DTDA Sequences in Total Synthesis." Phd thesis, 2015. http://hdl.handle.net/1885/101992.
Повний текст джерелаGao, Xin active 2013. "Formation of C-C bonds via transfer hydrogenation : from methodology development to natural product synthesis." 2013. http://hdl.handle.net/2152/21412.
Повний текст джерелаtext
Allan, Kevin McCormack. "Development of Versatile Strategies for Aryne Annulation: Applications in Methodology and Natural Product Total Synthesis." Thesis, 2010. https://thesis.library.caltech.edu/5744/2/THESIS_-_Kevin_M_Allan_-_Vol_1.pdf.
Повний текст джерелаSince the elucidation of its structure in 1953, benzyne has been the focus of intense interest within the chemical community. Due to an unusually high degree of ring strain, benzyne displays reactivity uncharacteristic of common alkynes, including a tendency to react under mild metal-free conditions. This reactivity is exploited in the development of three novel methods for the synthesis of heterocyclic structures.
The first synthetic methodology includes two orthogonal annulation reactions taking place between functionalized enamines and arynes. The substitution at the nitrogen atom of the enamine determines the path of reactivity. Carbamates undergo a formal [3 + 2] cycloaddition with arynes to give rise to indolines, while amides undergo a formal [4 + 2] cycloaddition and dehydration to form isoquinolines. The latter reaction is applied to a three-step synthesis of the antispasmotic pavine alkaloid, papaverine.
This isoquinoline-forming aryne annulation reaction is further employed in a concise asymmetric total synthesis of the tetrahydroisoquinoline antitumor antibiotic, (–)-quinocarcin. In addition to this key transformation, the synthetic route features an auxiliary-mediated diastereoselective dipolar cycloaddition to set the absolute stereochemistry and a novel two-step reduction to form the tetrahydroisoquinoline. In total, this strategy has enabled the shortest total synthesis of this important alkaloid reported to date.
The second methodology involves the synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones from β-ketoesters using an aryne acyl-alkylation reaction in combination with an in-situ condensation. This technology enables the preparation of highly functionalized polyaromatic ring systems in two steps from readily available carboxylic acid starting materials. As a demonstration of its utility, this method is employed in a rapid synthesis of the P,N-ligand, QUINAP.
Finally, the development of a pair of three-component coupling reactions between arynes, isocyanides, and a third relay species is described. Phenyl esters and quinones lead to iminoisobenzofurans, while alkynes furnish iminoindenones. Procedures for the subsequent hydrolysis of these products are provided, thereby giving access to synthetically useful ortho-ketobenzamide and indenone compounds.
Maifeld, Sarah Virginia. "I. Progress toward the total synthesis of Guanacastepene A : II. Silyloxyl-tethered methodology development : new applications in enyne metathesis and hydrosilylation chemistry /." 2006. http://catalog.hathitrust.org/api/volumes/oclc/84542196.html.
Повний текст джерелаWengryniuk, Sarah Elizabeth. "Regioselective Asymmetric a,a-Bisalkylation of Ketones via N-Amino Cyclic Carbamate Chiral Auxiliaries: Methodology Development and Application to the Total Synthesis of both (+)- and (-)-Stigmolone and Apratoxin D." Diss., 2012. http://hdl.handle.net/10161/5574.
Повний текст джерелаThe α-alkylation of ketones is a transformation of central importance to organic synthesis. Our lab recently introduced the N-amino cyclic carbamate (ACC) chiral auxiliaries for asymmetric ketone α-alkylation. ACCs provide significant advantages over existing asymmetric ketone alkylation methods as they are easy to introduce, both deprotonation and alkylation can be run at relatively mild temperatures, stereoselectivity of alkylation is excellent and auxiliary removal is facile. A unique feature of ACCs is their ability to control the regioselectivity of deprotonation through what we have termed Complex Induced Syn-Deprotonation. In what follows, we describe several projects relating to the development and synthetic application of ACCs.
An optimized synthesis of our most successful ACC auxiliary was developed, including an improved method for the formation of the key N-N hydrazide bond.
A detailed mechanistic investigation of four ACC auxiliaries was conducted, examining the regio- and stereoselectivity of the alkylations at the level of the ACC hydrazone. This work culminated in a theoretical study of ACC auxiliaries, conducted through a collaboration with the Houk Group at UCLA.
We also describe the use of ACCs in the development of the first method for the regiocontrolled asymmetric α,α-bisalkylation of ketones. The method proceeds in excellent yield and with >99:1 diastereoselectivity. This method was also extended to the asymmetric α,α,α',α'-tetraalkylation of ketones, enabled by the development of a mild, epimerization-free LDA-mediated isomerization of the α,α-bisalkylated ACC hydrazones.
Additionally, we discuss three synthetic applications of the ACC α,α-bisalkylation methodology. We report an asymmetric formal synthesis of (+)- and (-)-stigmolone, as well as two approaches to the polyketide fragment of the novel cyclic depsipeptide apratoxin D, which have led to the completion of the first asymmetric total synthesis of apratoxin D.
Dissertation
Brekan, Jonathan Alan. "Application of carbon-hydrogen activation/Cope rearrangement methodology towards the total syntheses of Pseudopterosin, Elisabethatriene and Vinigrol." 2008. http://proquest.umi.com/pqdweb?did=1594481381&sid=4&Fmt=2&clientId=39334&RQT=309&VName=PQD.
Повний текст джерелаTitle from PDF title page (viewed on Jan. 15, 2009) Available through UMI ProQuest Digital Dissertations. Thesis adviser: Davies, Huw M. Includes bibliographical references.