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Relevant bibliographies by topics / Alkaloid synthesis; Indole alkaloids / Dissertations / Theses

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Dissertations / Theses on the topic 'Alkaloid synthesis; Indole alkaloids'

Author: Grafiati

Published: 4 June 2021

Last updated: 13 February 2022

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1

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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2

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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3

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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4

Wingfield, M. "A novel approach to the total synthesis of corynanthe indole alkaloids via cyclopentanoid intermediaries." Thesis, University of Manchester, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.374789.

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5

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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6

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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7

Ouali, Dehimi. "Enantioselective synthesis of novel corynanthe indole alkaloid synthons." Thesis, University of Salford, 1991. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.315329.

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8

Cheung, Man-ki. "Synthesis of inverto-yuehchukene and substituted 1,2,3,4-tetrahydrocyclopent[b]indole /." [Hong Kong] : University of Hong Kong, 1995. http://sunzi.lib.hku.hk/hkuto/record.jsp?B14786898.

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9

張文驥 and Man-ki Cheung. "Synthesis of inverto-yuehchukene and substituted 1,2,3,4-tetrahydrocyclopent[b]indole." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1995. http://hub.hku.hk/bib/B31234148.

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10

Ferreira, Jasmin. "Asymmetric Total Synthesis of the Pentacyclic Indole Alkaloid (+)-Tacamonine." Master's thesis, Faculty of Science, 2019. http://hdl.handle.net/11427/31346.

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(+)-Tacamonine, a natural product isolated from the Central African plant Tabernaemontana eglandulosa, belongs to the relatively new tacaman class of pentacyclic monoterpenoid indole alkaloids. Its close structural similarity to the potent cerebral vasodilator (-)-vincamone has promoted several efforts towards its synthesis, culminating in the appearance of two asymmetric and seven racemic syntheses in the literature. This dissertation details the successful execution of our strategy for the concise, highly-efficient, asymmetric total synthesis of (+)-tacamonine. Chapter 1 serves as an introdu

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11

李輝途 and Victor Lee. "Synthetic study of seco-yuehchukene and inverto-yuehchukene." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1987. http://hub.hku.hk/bib/B31208241.

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12

黃子達 and Tze-tat Edward Wong. "A general synthetic route to Yuehchukene analogues via 7alpha-methoxycarbonyl-9-methyl-6-oxo-5,6,6abeta,7betaB,8,10aB-hexahydroindeno [2,1-b] indole, and related studies on 1-methoxyindole." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1992. http://hub.hku.hk/bib/B31232851.

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13

Barbey, Sabine. "A novel approach to the ergot alkaloid skeleton." Thesis, University of Reading, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.294855.

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14

Allard, James Edward. "Novel approaches to the asymmetric synthesis of indole alkaloids." Thesis, Loughborough University, 2004. https://dspace.lboro.ac.uk/2134/33613.

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The tetracyclic system (219) shares the same heterocyclic skeleton as a plethora of highly bioactive indole alkaloids, exemplified by ajmalicine (161) and deplancheine (204). [Illustration omitted.] Building on earlier work from our research group we recognised that a suitably substituted bicyclic lactam (266) could act as a precursor in an intramolecular N-acyliminium mediated cyclisation leading to targets such as (219). [Illustration omitted.] Methodology has been developed to remove the chiral auxiliary group. Manipulation of the template (219) has allowed us to achieve a novel total synth

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15

Parker, Ashley Stuart. "Photochemical approaches to the synthesis of the indole alkaloid ibogamine." Thesis, University of Bristol, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.427907.

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16

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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17

Dawood, Dawood Hosni. "Towards the synthesis of monoterpenoids indole alkaloids of the aspidospermatan and strychnan type." Thesis, Bordeaux 1, 2010. http://www.theses.fr/2010BOR14155/document.

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L'objectif de ce travail était d'accéder au squelette des alcaloïdes de type Aspidosperma et Strychnos à partir d'arylcyclohexa-2,5-diènes. Ces derniers sont d'abord synthétisés par réaction de Birch alkylante, puis ont été désymétrisés dans un premier temps par des réactions de Michael. Cette réaction fournit la cétone de Büchi, le noyau tétracyclique des alcaloïdes Aspidosperma en seulement en 6 étapes et un rendement global de 17%. Dans un second temps, la réaction d'amination oxydante catalysée par des métaux (Pd, Cu) a été développée. Cette réaction a permis un accès rapide au squelette p

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18

Stempel, Erik [Verfasser]. "Construction of cyclohepta[b]indoles in the total synthesis of indole alkaloids / Erik Stempel." Hannover : Technische Informationsbibliothek (TIB), 2017. http://d-nb.info/1137165995/34.

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19

Lam, Shuk-mei, and 林淑媚. "Studies on diazoketone rearrangements and application toward the synthesis of welwistatin." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2013. http://hdl.handle.net/10722/196009.

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20

Aboutayab, Karim. "Novel methods for the synthesis of functionalised indoles." Thesis, University of Sussex, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.262319.

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The work in this thesis describes investigations into the development of a tandem radicallDiels-Alder reaction strategy for the construction of indole alkaloids. The synthesis of a key precursor, 2-[(4-methylphenyl)sulfonyl]indole, was investigated and involved two main· strategies: functionalisation of the indole ring using lithiation procedures and assembling the indole as a key step (chapter 2). A method based on the former strategy was deemed to be the most practical and delivered the desired product in moderate yields (35 - 45%). The viability of the first step of the proposed tandem radi

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21

Matsuoka, Junpei. "Total Synthesis of Indole Alkaloids Based on Direct Construction of Pyrrolocarbazaole Scaffolds via Gold-Catalyzed Cascade Cyclizations." Doctoral thesis, Kyoto University, 2020. http://hdl.handle.net/2433/253241.

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京都大学<br>0048<br>新制・課程博士<br>博士(薬学)<br>甲第22405号<br>薬博第843号<br>新制||薬||241(附属図書館)<br>京都大学大学院薬学研究科薬学専攻<br>(主査)教授大野浩章, 教授高須清誠, 教授竹本佳司<br>学位規則第4条第1項該当<br>Doctor of Pharmaceutical Sciences<br>Kyoto University<br>DFAM

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22

Thomas, Christopher Ian. "Application of N-acyliminium ions in the asymmetric synthesis of indole alkaloids." Thesis, Loughborough University, 2004. https://dspace.lboro.ac.uk/2134/34996.

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We have developed a new and highly stereoselective approach to indolizino[8,7-b]indole derivatives such as (A) and indolizino[2,3-a]quinolizidines (B). Our protocol involves the cyclisation of pendent aromatic substituents onto N-acyliminium intermediates as a key ring-forming step. The indolizino[2,3-a]quinolizidines are of great interest and significance since this heterocyclic template is found within a plethora of indole alkaloids. [Illustration omitted.] In order to demonstrate the synthetic potential of this methodology we have established conditions for removal of the pendent hydroxymet

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23

黃偉雄 and Wai-hung Wong. "Synthetic studies of N-benzenesulphonyl-6-oxo-5,6,8,9,10,10a-hexahydroindeno [2,1-b]indole and related compounds as intermediatesof C-7 substituted Yuehchukene analogues." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1990. http://hub.hku.hk/bib/B31210077.

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24

陳國邦 and Kwok-pong Chan. "A synthetic approach to Yuehchukene analogues via alpha beta-unsaturated-2-acylindoles." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1990. http://hub.hku.hk/bib/B31209117.

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25

曹國安 and Guo-an Cao. "Study of Diels-Alder reactions in the syntheses of Yuehchukene analogues and optically active Yuehchukene." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1993. http://hub.hku.hk/bib/B31232942.

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26

Wilkie, Ross Philip. "New methods for the diastereoselective construction of vicinal quaternary stereocenters and their application to the total synthesis of the bioactive (±)-dehalo-perophoramidine." Thesis, University of St Andrews, 2015. http://hdl.handle.net/10023/8265.

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This thesis describes a novel total synthesis of (±)-dehalo-perophoramidine (a dehalogenated analogue of the natural product perophoramidine). The key synthetic transformation involves the construction of vicinal quaternary stereocenters which were installed diastereoselectively. A Claisen rearrangement was used to install the first quaternary stereocenter then a Corey-Chaykovsky-type reaction and a Hosomi-Sakurai-type reaction were used to install the second quaternary stereocenter. Investigations directed towards the total synthesis of the communesin family of natural products are also descr

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27

Khera, Jagjit Singh. "Stereoselective synthesis of indole alkaloids via the application of N-acyliminium ion chemistry." Thesis, Loughborough University, 2006. https://dspace.lboro.ac.uk/2134/35968.

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Members of the indole family of alkaloids have long been the subject of scientific investigation. This interest has been stimulated not only by the structural diversity of this family of alkaloids but also because the physiological and biological properties of some are legendary. Our group has developed a facile and highly stereoselective approach to the important indolizino[5,7-b]indole (A) and indolizino[2,3-a]quinolizidine (B) templates from readily available non-racemic substrates. The key ring-forming step involves the cyc1isation of a pendent indole substituent onto an N-acyliminium inte

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28

George, Rosemary. "Synthesis and conformational studies of indolizines." Thesis, Rhodes University, 1994. http://hdl.handle.net/10962/d1005032.

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The present investigation has involved a kinetic and mechanistic study of the thermal cyclization of 3-acetoxy-3-(2-pyridyl)-2-methylenepropanoate esters and related compounds to 2-substituted indolizines. Substrates for the kinetic study were prepared via the Baylis-Hillmann reaction of pyridine-2-carboxaldehydes with acrylate esters, acrylonitrile and methyl vinyl ketone. The resulting hydroxy compounds were then acetylated to afford the acetoxy derivatives, thermal cyclization of which gave the corresponding 2-substituted indolizines. The cyclization reactions was followed using 'H NMR spec

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29

Voûte, Nicholas. "Rearrangements in the indolo[2,3-b]quinoline system : a novel approach to the synthesis of perophoramidine and the communesins /." Thesis, St Andrews, 2008. http://hdl.handle.net/10023/486.

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30

Beard, Mark. "Cis-selectivity in the Pictet-Spengler reaction and studies towards the synthesis of indole alkaloids." Thesis, University of Manchester, 2011. https://www.research.manchester.ac.uk/portal/en/theses/cisselectivity-in-the-pictetspengler-reaction-and-studies-towards-the-synthesis-of-indole-alkaloids(84087b18-14bf-4121-aa51-61b24254e4ca).html.

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Previous work in our group as been directed towards the synthesis of (+)-ajmaline, a biologically important indole alkaloid. Its total synthesis was completed in the 1990s. An important early step in its total synthesis from D-tryptophan is the trans-selective Pictet-Spengler reaction. However, in our hands, we are able to force cis-selectivity in the reaction which allows us to begin our work towards its synthesis from the cheaper L-tryptophan. The group's previous progress had reached a key ring cyclisation step; however it was discovered that this step was sensitive to the type of protectin

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31

Gritsch, Philipp [Verfasser]. "Towards a synthesis of (-)-actinophyllic acid : applying the divinylcyclopropane rearrangement to the synthesis of indole alkaloids / Philipp Gritsch." Hannover : Technische Informationsbibliothek (TIB), 2015. http://d-nb.info/108423887X/34.

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32

Johnston, Craig A. "Progress towards the synthesis of perophoramidine : formation of the contiguous quaternary centres." Thesis, University of St Andrews, 2013. http://hdl.handle.net/10023/3546.

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Perophoramidine 1 is a halogenated natural product which contains two contiguous quaternary centres within its structure. In this thesis, approaches towards the synthesis of perophoramidine are described. In particular, the synthesis of the tetracyclic core structure and the formation of the quaternary centres have been examined. In Chapter 1, the natural product perophoramidine 1 is introduced and its isolation, structure and biological activity is discussed. The structurally related communesin family of natural products are also introduced before the literature published on both the biosynth

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33

Clauss, Rainer. "Radical cyclisation studies of chiral α-acylamino radicals : a model study towards Tacaman indole alkaloid synthesis". Master's thesis, University of Cape Town, 1996. http://hdl.handle.net/11427/16138.

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Includes bibliographical references.<br>he radical cyclisation of chiral 4,5-substituted N-acyl-2-aza-6-heptenyl radicals, derived from D-ribose, has been undertaken as a model stuay towards Tacaman indole alkaloid synthesis. The radical cyclisations were conducted using tributyltin hydride/AIBN in refluxing benzene. The α-acylamino radicals added to double bonds which were activated by an ethoxycarbonyl substituent. No reduction of the radicals by the tributyltin hydride was observed. Those radicals incorporating an isopropylidene ketal at the 4 and 5 positions as chiral auxiliary showed exce

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34

Lebar, Matthew D. "Antarctic Tunicates and Endophytic Fungi: Chemical Investigation and Synthesis." Scholar Commons, 2010. http://scholarcommons.usf.edu/etd/3638.

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Drug discovery is reliant on new developments in natural product chemistry as well as advances in chemical synthesis. The interconnectivity and interdependence of natural and synthetic investigation in drug discovery is evident. The chemical exploration reported herein elaborates the relationship between natural product chemistry and chemical synthesis. Of particular interest are chemicals from organisms residing in less accessible environments, particularly Antarctica and endophytic microbial communities. Degradation via reductive ozonolysis of palmerolide A, a macrocyclic polyketide isolated

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35

Cera, Gianpiero <1985&gt. "Au(I) Catalyzed Manipulation of Propargylic Alcohols: A New Route Towards the Synthesis of Indole Alkaloids." Doctoral thesis, Alma Mater Studiorum - Università di Bologna, 2014. http://amsdottorato.unibo.it/6417/.

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In this work we presented several aspects regarding the possibility to use readily available propargylic alcohols as acyclic precursors to develop new stereoselective [Au(I)]-catalyzed cascade reactions for the synthesis of highly complex indole architectures. The use of indole-based propargylic alcohols of type 1 in a stereoselective [Au(I)]-catalyzed hydroindolynation/immiun trapping reactive sequence opened access to a new class of tetracyclic indolines, dihydropyranylindolines A and furoindolines B. An enantioselective protocol was futher explored in order to synthesize this molecules wi

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36

Bode, Moira Leanne. "Synthetic and spectroscopic studies of indolizine derivatives." Thesis, Rhodes University, 1994. http://hdl.handle.net/10962/d1005050.

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The crystalline compound resulting from thermal cyclization of the Baylis-Hillman product, methyl 3-hydroxy-2-methylene-3-(2-pyridyl)propanoate, has been identified as the indolizine derivative, methyl indolizine-2-carboxylate, and this approach involving the reaction of pyridine-2-carboxaldehydes and acrylate analogues has been established as a general route to 2-substituted indolizines. The ease of cyclization the Baylis-Hillman products to indolizines has been shown to increase by converting the hydroxy group to an acetoxy group, and a range of acetylated Baylis-Hillman products were prepar

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37

Marsch, Nils [Verfasser]. "Studies towards the synthesis of raputindole A, a dimeric indole alkaloid from the rutaceous tree Raputia simulans / Nils Marsch." München : Verlag Dr. Hut, 2015. http://d-nb.info/1076437370/34.

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38

Jarret, Maxime. "Synthèses totales d’alcaloïdes indolo-monoterpéniques : (–)-17-nor-excelsinidine, (+)-16-épi-pléiocarpamine, (+)-16-hydroxyméthyl-pléiocarpamine et (+)-taberdivarine H." Thesis, Université Paris-Saclay (ComUE), 2019. http://www.theses.fr/2019SACLS527.

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La pléiocarpamine est un alcaloïde indolo-monoterpénique de la famille des mavacurans. L’intérêt de cette substance naturelle réside dans sa capacité d’assemblage avec divers alcaloïdes indoliques donnant lieu à des bisindoles de structures complexes possédant des activités biologiques significatives. Plusieurs stratégies ont été étudiées pour la synthèse totale de ce composé pentacyclique. Notamment, la contraction d’un cétolactame a été envisagée pour la formation du cycle E. De manière inattendue, cette stratégie a conduit à la première synthèse totale de la (–)-17-nor-excelsinisine, un alc

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39

Reyes, Loya David. "Etude synthétique de la koumine, réactions domino régiosélectives vers des lactones indoliques et synthèse totale de la (+/-)-goniomithine." Thesis, Normandie, 2017. http://www.theses.fr/2017NORMR119.

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Une étude synthétique de la koumine par une stratégie basée sur une étape de désymétrisation a permis de développer, par un résultat inattendu, une fragmentation de 1,3-cyclohexanediones en lactones. Suite à ce résultat, une étude méthodologique a été réalisée en partant de différentes dicétones substituées pour synthétiser des lactones indoliques, ainsi que déterminer la régiosélectivité et la diastéréosélectivité. Finalement, la synthèse totale de la goniomitine a été éffectuée en utilisant cette méthode de fragmentation<br>A synthetic study of koumine by a strategy based on a desymmetrizati

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40

Wu, Tao. "Synthetic studies on polycyclic indole alkaloids." [Ames, Iowa : Iowa State University], 2006.

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41

Ross, Frances I. "Efficient synthetic routes to indole alkaloids." Thesis, Heriot-Watt University, 1999. http://hdl.handle.net/10399/588.

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42

Cochrane, Philip. "Short synthetic routes to indole alkaloids." Thesis, Heriot-Watt University, 2000. http://hdl.handle.net/10399/529.

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43

Fray, Edward Brian. "Synthetic approaches towards novel indole alkaloids." Thesis, Loughborough University, 1994. https://dspace.lboro.ac.uk/2134/33280.

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This thesis describes several synthetic approaches to some novel indole alkaloids. The Introduction (Chapter One) outlines the need for continuous discovery of new antibiotics in todays environment. The family of Kinamycin antibiotics is described along with their biosynthesis and the evidence of the novel biosynthetic precursor known as Pre-Kinamycin. Chapter Two (2.1) deals with a retrosynthetic analysis leading to a study of Tandem Directed Ortho-Metallation reactions and a proposed synthesis of Pre-Kinamycin. Section 2.2 describes the study of stable analogues of indole-2,3-quinodimethane

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44

Rutherford, M. J. "Dimeric indole and quinolinone alkaloids." Thesis, University of Ulster, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.378774.

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45

Jonsson, Ann-Louise. "Synthetic studies of marine indole alkaloids and related systems /." Stockholm, 2005. http://diss.kib.ki.se/2005/91-7140-587-9/.

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46

Adla, Santosh Kumar [Verfasser], and Thomas [Akademischer Betreuer] Lindel. "Prenyl Rearrangements on Indole Alkaloids from the Marine Bryozoan Flustra foliacea: Synthesis of Flustramine A and Studies Towards ent-Flustramine C and Debromoflustramine E / Santosh Kumar Adla ; Betreuer: Thomas Lindel." Braunschweig : Technische Universität Braunschweig, 2013. http://d-nb.info/1175822388/34.

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47

Mauger-Chalaye, Hélène. "Réactions des nitrones avec les noyaux indoliques : nouvelles approches synthétiques d'alcaloïdes indoliques bio-actifs." Université Joseph Fourier (Grenoble), 1999. http://www.theses.fr/1999GRE10047.

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Parmi les composes naturels possedant des proprietes antivirales et/ou antitumorales, les alcaloides indoliques font l'objet d'un interet particulier. Afin de former le motif (3-indolyl)methylamine, base structurale de certains de ces derives bio-actifs, nous avons etudie la reactivite des nitrones vis-a-vis des noyaux indoliques. Utilisant 2 modes differents d'activation des nitrones, nous avons pu acceder a deux classes de produits : les n-hydroxylamines indoliques, et les 3,3-diindolylalcanes. Chacune des deux methodologies mises au point a par la suite ete exploitee pour synthetiser d'une

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48

Callis, David John. "Synthetic studies towards the indole alkaloid, aspidospermidine." Thesis, University of Sussex, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.340832.

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49

Lee, V. J. "Synthetic study of seco-yuehchukene and inverto-yuehchukene /." [Hong Kong : University of Hong Kong], 1987. http://sunzi.lib.hku.hk/hkuto/record.jsp?B12366961.

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50

Sharpe, Andrew. "Synthetic studies towards aspidospermidine." Thesis, University of Reading, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.260583.

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