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Dissertations / Theses on the topic 'Synthesis of alkaloids'

Author: Grafiati

Published: 4 June 2021

Last updated: 16 February 2022

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1

Witt, Anette. "Synthetic development towards benzodiazepine alkaloids : total synthesis of circumdatin F and C /." Stockholm, 2002. http://diss.kib.ki.se/2002/91-7349-077-6/.

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2

Kalusa, Andrew. "Synthesis of marine alkaloids." Thesis, University of Oxford, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.275274.

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3

Goddard, Euan. "Asymmetric Synthesis of Alkaloids." Thesis, University of Oxford, 2008. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.489446.

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4

Smith, Catherine Janet. "Synthesis of histrionicotoxin alkaloids." Thesis, University of Cambridge, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.620245.

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5

Choi, Joong-Kwon. "Synthesis of pyrrolizidine alkaloids /." The Ohio State University, 1985. http://rave.ohiolink.edu/etdc/view?acc_num=osu1487259125219504.

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6

Brock, Elizabeth Anne. "Alkaloids from transannular iodoaminations." Thesis, University of Oxford, 2012. http://ora.ox.ac.uk/objects/uuid:0feddc99-0fde-4dcd-b717-b0c6b0515615.

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This thesis is concerned with the development of transannular iodoamination methodology for the synthesis of pyrrolizidine, indolizidine and tropane alkaloids. Chapter 1 introduces the concept of a ‘transannular cyclisation’ and outlines the utility of such cyclisations in the synthesis of a range of [x.y.z]-azabicyclic alkaloids. Chapter 2 describes the development of a three step lithium amide conjugate addition, ring-closing metathesis and transannular iodoamination protocol for the preparation of the pyrrolizidine scaffold ([3.3.0]-azabicycle). Cyclisation of a hexahydroazocine occurs with

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7

Callaghan, Owen. "Synthetic and mechanistic studies in free radical." Thesis, University of Strathclyde, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.366957.

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8

Shah, Rushabh Surendra. "Total syntheses of the nakinadine alkaloids." Thesis, University of Oxford, 2013. http://ora.ox.ac.uk/objects/uuid:c022e538-9ff8-4914-8c17-dc0b3ed1fbae.

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This thesis is concerned with the development of methodology for the asymmetric syntheses of the nakinadine family of marine alkaloids and through these synthetic endeavours, seeks to confirm the structure and assign the relative and absolute configurations of these alkaloids for the first time.

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9

Antropow, Alyssa Hope. "Synthesis and anticancer evaluation of agelastatin alkaloid derivatives and enantioselective total synthesis of aspidosperma alkaloids." Thesis, Massachusetts Institute of Technology, 2018. http://hdl.handle.net/1721.1/118214.

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Thesis: Ph. D. in Organic Chemistry, Massachusetts Institute of Technology, Department of Chemistry, 2018.<br>Cataloged from PDF version of thesis. Vita.<br>Includes bibliographical references.<br>I. Synthesis and Evaluation of Agelastatin Derivatives as Potent Modulators for Cancer Invasion and Metastasis The synthesis of new agelastatin alkaloid derivatives and their anticancer evaluation in the context of the breast cancer microenvironment is described. A variety of Ni -alkyl and C5-ether agelastatin derivatives were accessed via application of our strategy for convergent imidazolone synthe

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10

Bosch, Caroline. "Total Synthesis of Phlegmarine Alkaloids." Doctoral thesis, Universitat de Barcelona, 2016. http://hdl.handle.net/10803/399380.

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This doctoral thesis consists in two main parts. The first part focus in the study of methodology development in order to bring modularity and diversification to compounds studied within the research group. It consists first in the development of an easy procedure to access enantiopure substituted octahydroindoles relevant for natural products synthesis, then in the diversification of a common building block used for the total synthesis of phlegmarine alkaloids allowing access to unprecedented heterocyclic tetrahydrocarbazoles compounds, but most importantly in the achievement of a methodology

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11

Swain, D. J. "Stereoselective synthesis of indole alkaloids." Thesis, University of Oxford, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.238115.

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12

Bell, Andrew A. "Synthesis of pentahydroxylated bicyclic alkaloids." Thesis, University of Oxford, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.364022.

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13

Nelson, A. "Synthesis of bioactive indolizidine alkaloids." Thesis, Queen's University Belfast, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.421009.

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14

Barr, Stephen Alexander. "Quinoline alkaloids : synthesis and stereochemistry." Thesis, Queen's University Belfast, 1993. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.333796.

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15

Coates, Galle. "Asymmentric synthesis of pyrrolidine alkaloids." Thesis, King's College London (University of London), 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.404336.

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16

Rudge, Andrew John. "The synthesis of polyhydroxylated alkaloids." Thesis, University of Cambridge, 1994. https://www.repository.cam.ac.uk/handle/1810/272797.

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17

Chiba, Hiroaki. "Total Synthesis of Tetrahydroisoquinoline Alkaloids." 京都大学 (Kyoto University), 2013. http://hdl.handle.net/2433/174544.

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18

Hesse, Ronny, Anne Jäger, Arndt W. Schmidt, and Hans-Joachim Knölker. "Palladium(II)-catalysed total synthesis of naturally occurring pyrano[3,2-a]carbazole and pyrano[2,3-b]carbazole alkaloids." Saechsische Landesbibliothek- Staats- und Universitaetsbibliothek Dresden, 2014. http://nbn-resolving.de/urn:nbn:de:bsz:14-qucosa-149135.

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Seven naturally occurring pyranocarbazole alkaloids (pyrayafoline A–E, O-methylmurrayamine A and O-methylmahanine) have been obtained by total synthesis using a palladium(II)-catalysed oxidative cyclisation of a diarylamine to an orthogonally diprotected 2,7-dihydroxycarbazole as key step.

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19

Tang, Minyan. "The asymmetric synthesis of polyhydroxylated pyrrolizidine alkaloids." Department of Chemistry - Faculty of Science, 2004. http://ro.uow.edu.au/theses/233.

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Chapter 1 of this thesis is a review of the literature on the structure, biological activities and synthesis of polyhydroxylated 3-hydroxymethylpyrrolizidine alkaloids. This Chapter also outlines he aims of this project, which were to develop a flexible synthesis of the 1,2,7-trihydroxy-3-hydroxymethylpyrroizidine alkaloid australine, and its epimers. Chapter 2 describes model synthetic chemical studies on the synthesis of the pyrrolizidine core structure. The key synthetic steps, the aminolysis reaction of vinyl expoxides with ally1 amine, the ring-closing metathesis of the resulting diene, s

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20

Ozturk, Turan. "Synthetic studies on cytotoxic alkaloids." Thesis, University of East Anglia, 1991. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.292160.

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21

Hollinshead, S. P. "Enantiospecific approaches to indole alkaloids." Thesis, University of York, 1987. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.379030.

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22

Potts, Deirdre Ann. "Synthesis of Piclavine and Martinelline alkaloids." Thesis, Queen's University Belfast, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.484265.

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23

Feutren, S. A. "Synthesis of diene based homopumiliotoxin alkaloids." Thesis, Queen's University Belfast, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.246547.

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24

McLay, Neil Robert. "The synthesis of bridged indole alkaloids." Thesis, University of York, 1991. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.280410.

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25

Roe, Jennifer Mary. "The total synthesis of okaramine alkaloids." Thesis, University of Southampton, 2004. https://eprints.soton.ac.uk/426837/.

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26

Lorkin, Thomas James Anthony. "Asymmetric synthesis of the Martinella alkaloids." Thesis, University of Oxford, 2013. http://ora.ox.ac.uk/objects/uuid:e8bcf4df-c046-4daf-9f87-12190e3992c3.

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This thesis is concerned with the application of the conjugate addition of enantiopure lithium amides in the asymmetric syntheses of (−)-martinellic acid. Chapter 1 introduces the importance of the quinoline motif in a wide variety of natural products and pharmaceuticals. The natural products (–)-martinellic acid and (+)-martinelline are introduced and previous methods for their synthesis are described. Chapter 2 introduces the conjugate addition reaction of lithium N-benzyl-N-α-methylbenzylamide as a means of synthesising β-amino esters from α,β-unsaturated esters. Both “tandem” and “stepwise

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27

Hilton, Stephen. "Towards the synthesis of indole alkaloids." Thesis, Kingston University, 2002. http://eprints.kingston.ac.uk/20698/.

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Radical chemistry and, in particular, tandem radical chemistry has rarely been used in the synthesis of the 'Strychnos' and 'Aspidosperma' alkaloids. These two classes of compounds are structurally complex, possess a range of biological activity and present a synthetic challenge. Previous routes to these molecules are reviewed in the first section . of this thesis. The utility of radical chemistry, tandem radical chemistry and 1,S'I hydrogen atom abstraction towards the syntheses of complex molecules is outlined with examples that demonstrate the potential of radical chemistry. A new synthetic

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28

Mosts, R. C. "Studies in the synthesis of piperidine alkaloids." Thesis, University of Essex, 1987. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.379495.

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29

Adams, Timothy C. (Timothy Cho). "Development of Epipolythiodiketopiperazine syntheses and the total synthesis of diketopiperazine alkaloids." Thesis, Massachusetts Institute of Technology, 2015. http://hdl.handle.net/1721.1/97980.

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Thesis: Ph. D. in Organic Chemistry, Massachusetts Institute of Technology, Department of Chemistry, 2015.<br>Cataloged from PDF version of thesis. Vita.<br>Includes bibliographical references.<br>I. The Development of Epipolythiodiketopiperazine (ETP) Syntheses Epipolythiodiketopiperazine (ETP) alkaloids represent a structurally complex and biologically potent class of secondary fungal metabolites and these molecules have been known since the 1930s. The biological activity of these molecules is quite potent and the modes of toxicity possessed by these agents involve the generation of reactive

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30

Si, Chong. "Synthesis of Cortistatin Alkaloids and a Versatile Synthesis of Isoquinolines." Thesis, Harvard University, 2012. http://dissertations.umi.com/gsas.harvard:10444.

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The cortistatins are a recently identified class of marine natural products that were found to exhibit potent and selective inhibition of human umbilical vein endothelial cells (HUVECs), making them promising leads for the development of anti-angiogenic drugs. In our synthesis, we envisioned that natural cortistatins and unnatural analogs could be prepared by late-stage introduction of isoquinolines to 17-keto precursors, and that these differentially substituted precursors could all be derived from a common key intermediate 112. We developed a robust synthetic route to prepare gram quantities

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31

Adams, David Roger. "Studies in the synthesis of piperidine alkaloids." Thesis, University of Exeter, 1990. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.236570.

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32

Neville, Charles Frederick. "The synthesis and biosynthesis of quinoline alkaloids." Thesis, University of Ulster, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.481119.

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33

Morewood, Karen Margaret. "Studies towards the synthesis of polyhydroxylated alkaloids." Thesis, Loughborough University, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.421748.

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34

Piccardi, Riccardo. "Toward the synthesis of alkaloids via desymmetrisation /." [S.l.] : [s.n.], 2005. http://www.zb.unibe.ch/download/eldiss/05piccardi_r.pdf.

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35

Hovey, Michael Todd. "The Total Synthesis of the Lolium Alkaloids." W&M ScholarWorks, 2011. https://scholarworks.wm.edu/etd/1539626917.

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36

Kokkonda, Praveen. "TOTAL SYNTHESIS OF STRYCHNOS AND ASPIDOSPERMATAN ALKALOIDS." Diss., Temple University Libraries, 2017. http://cdm16002.contentdm.oclc.org/cdm/ref/collection/p245801coll10/id/435652.

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Chemistry<br>Ph.D.<br>The Strychnos class of indole alkaloids contain a pyrrolo[2,3-d]carbazole ABCE tetracyclic framework. The second-generation ABCE tetracycle approach was employed in the total synthesis of (±)-20-epi-lochneridine and progress toward total synthesis of (±)-alstolucine B. The second-generation approach featured Mitsunobu activation of the hydroxyethyl group in a gramine intermediate followed by intramolecular aza-Baylis-Hillman reaction. The substrate for hydroboration was redesigned to (±)-18-desmethyl akuammicine (1,1-disubstituted double bond), since the hydroboration of

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37

Kim, Justin Ph D. Massachusetts Institute of Technology. "Total synthesis of cyclotryptamine and diketopiperazine alkaloids." Thesis, Massachusetts Institute of Technology, 2013. http://hdl.handle.net/1721.1/82314.

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Thesis (Ph. D. in Organic Chemistry)--Massachusetts Institute of Technology, Dept. of Chemistry, 2013.<br>Cataloged from PDF version of thesis. Vita.<br>Includes bibliographical references.<br>I. Total Synthesis of the (+)-12,12'-Dideoxyverticillin A The fungal metabolite (+)-12,12'-dideoxyverticillin A, a cytotoxic alkaloid isolated from a marine Penicillium sp., belongs to a fascinating family of densely functionalized, stereochemically complex, and intricate dimeric epidithiodiketopiperazine natural products. Although the dimeric epidithiodiketopiperazines have been known for nearly four de

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38

Ondrus, Alison Evelynn 1981. "Total synthesis and study of myrmicarin alkaloids." Thesis, Massachusetts Institute of Technology, 2009. http://hdl.handle.net/1721.1/49752.

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Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2009.<br>Vita.<br>Includes bibliographical references.<br>I. Enantioselective Total Synthesis of Tricyclic Myrmicarin Alkaloids An enantioselective gram-scale synthesis of a key dihydroindolizine intermediate for the preparation of myrmicarin alkaloids is described. Key transformations in this convergent approach include a stereospecific palladium-catalyzed N-vinylation of a pyrrole with a vinyl triflate, a copper-catalyzed enantioselective conjugate reduction of a P-pyrrolyl enoate, and a regioselective Friedel-Crafts

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39

Isoni, Valerio. "Asymmetric synthesis of bioactive alkaloids from Amaryllidaceae." Thesis, University of Southampton, 2013. https://eprints.soton.ac.uk/355712/.

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A new route towards the diasteroselective synthesis of (+)-maritidine, a bioactive alkaloid from Amaryllidaceae, has been proposed. In our approach, an intramolecular Heck reaction was used to form the quaternary stereocentre C10b driven by the stereochemical information at C4a of the precursor. Allylic oxidation of intermediate 3.25 followed by diasteroselective reduction, introduced the alcohol at C3 with the correct stereochemistry. An advanced intermediate (3.29) in the synthesis of (+)-maritidine was produced, and routes to complete the total synthesis were proposed. A series of polymer-s

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40

Mo, Tian. "Chiral acetylenic sulfoxide in asymmetric synthesis ; Enantioselective synthesis of yohimbine alkaloids." HKBU Institutional Repository, 1997. http://repository.hkbu.edu.hk/etd_ra/158.

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41

Treacy, Alan Bernard. "Nitrogen heterocycles in asymmetric synthesis." Thesis, Queen's University Belfast, 1996. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.361310.

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42

Hong, Won-Pyo. "Total synthesis of (±)-lythrancepine-II /." The Ohio State University, 1985. http://rave.ohiolink.edu/etdc/view?acc_num=osu148726191911152.

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43

Kuang, Liping, and 况利平. "Asymmetric formal total synthesis of cortistatins A and J." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2014. http://hdl.handle.net/10722/208604.

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44

Schmidt, Michael Anthony 1980. "The development of new synthetic strategies and methodologies for complex alkaloid total synthesis : a concise synthesis of (+)-chimonanthine, (+)-WIN 64821, (-)-ditryptophenaline and related alkaloids." Thesis, Massachusetts Institute of Technology, 2008. http://hdl.handle.net/1721.1/43773.

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Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2008.<br>Vita.<br>Includes bibliographical references.<br>I. The Development of a General Strategy Towards Dimeric Hexahydropyrroloindole Alkaloids. A Concise Total Synthesis of (+)-Chimonanthine, (+)-Folicanthine and (-)Calycanthine. An efficient and convergent strategy for the synthesis of dimeric hexahydropyrroloindole alkaloids is described. The simultaneous formation of the vicinal quaternary stereocenters using a reductive dimerization reaction provides gram-scale access to an optically active key intermediate em

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45

Collins, Ian James. "Studies towards the synthesis of polyhydroxylated indolizidines." Thesis, University of Cambridge, 1991. https://www.repository.cam.ac.uk/handle/1810/272578.

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46

Humphrey, G. R. "Approaches towards the total synthesis of the ephedradine alkaloids." Thesis, University of Southampton, 1987. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.378264.

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47

St-Denis, Yves. "Studies toward the synthesis of hydroxylated indolizidine alkaloids." Thesis, McGill University, 1991. http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=70343.

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The formation of the indolizidine ring system was studied. First, the intramolecular electrophilic cyclisation of substituted allylsilanes, vinylsilanes and enol ethers was attempted. Reactions with the allylsilane moiety indeed gave the desired ring system, whereas the vinylsilanes failed to give any cyclisation product. In order to easily introduce oxygen functionalities in the rings, enol ether cyclisations were also attempted but did not produce the expected bicyclic systems.<br>Secondly, the intramolecular nucleophilic cyclisation of free amines bearing suitable leaving groups was attempt

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48

Zehr, Peter S. "Synthesis of novel alkaloids using squaric acid esters." Morgantown, W. Va. : [West Virginia University Libraries], 2005. https://eidr.wvu.edu/etd/documentdata.eTD?documentid=4411.

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Thesis (Ph. D.)--West Virginia University, 2005.<br>Title from document title page. Document formatted into pages; contains xvii, 207 p. : ill. Includes abstract. Includes bibliographical references (p. 97-101).

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49

Lazny, Ryszard. "EPC synthesis of tropane alkaloids via enantioselective deprotonation." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 1996. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp04/nq23900.pdf.

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50

Miller, Iain Robert. "Stereoselective synthesis of (-)-galanthamine and lupin-type alkaloids." Thesis, University of Southampton, 2008. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.496093.

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A new asymmetric synthetic route to (-)-galanthamine (1.01), a potent Amaryllidaceae alkaloid used in the symptomatic treatment of early on-set Alztheimer's disease (AD), was successfully developed with complete stereocontrol. Key to achieving high chemo-and stereo-selectivity in this approach was the use of transition metal (IM) mediated reactions, in the form of an enyne RCM; a Heck coupling and a titanium based asymmetric allylation. Additionally, application of an asymmetric imino-aldol reaction resulted in the short total synthesis of two Lupin-type alkaloids, tashiromine (3.01) and epilu

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