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Relevant bibliographies by topics / Natural product synthesis / Dissertations / Theses

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Dissertations / Theses on the topic 'Natural product synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 7 September 2023

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1

Liu, Yunqi. "Synthetic approaches toward natural product synthesis." Diss., The University of Arizona, 1995. http://hdl.handle.net/10150/187050.

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1,2-Dithiolan-3-one-1-oxide exists in antihumor antibiotic leinamycin and can cause DNA cleavage in the presence of thiols. Diastereoselective synthesis of this unique ring system has been achieved by low temperature oxidation of the corresponding 1,2-dithiolan-3-ones with 3,3-dimethyldioxirane. 5-Methyl-1,2-dithiolan-3-one-1-oxides were synthesized by oxidation of 5-methyl-1,2-dithiolan-3-one with 3,3-dimethyldioxirane. Eu(fod)₃ and C₆D₆ induced proton chemical shift studies showed that the major isomer in the product has a trans sulfoxide relative to the 5-methyl group. Low temperature oxida

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2

Li, I. C. K. "Natural product syntheses." Thesis, University of Southampton, 1986. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.375675.

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3

Vollmer, Heidi R. "Biologically active natural product synthesis." Thesis, University of Oxford, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.365780.

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4

Merifield, Eric. "Aspects of natural product synthesis." Thesis, University of Oxford, 1990. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.258148.

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5

Longbottom, Deborah Anne. "Polyenoyltetramic acid natural product synthesis." Thesis, University of Cambridge, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.620206.

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6

Hunter, Ruth F. "Benzynes in natural product synthesis." Thesis, University of Manchester, 1989. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.655226.

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7

Foot, Jonathan Stuart. "New synthetic methodology and antiviral natural product synthesis." Thesis, University of York, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.412621.

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8

Thite, Aniket Mohan. "Direct approaches toward natural product synthesis." [Ames, Iowa : Iowa State University], 2007.

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9

Sperry, Jonathan. "Biomimetic oxidations in natural product synthesis." Thesis, University of Exeter, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.425500.

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10

Hinks, Jeremy David. "Metal carbenes in natural product synthesis." Thesis, University of Southampton, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.393940.

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11

Elsworth, Jon D. "Prins cyclisations in natural product synthesis." Thesis, University of Bristol, 2007. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.445810.

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12

O'Neil, Ian Anthony. "Novel methods in natural product synthesis." Thesis, Imperial College London, 1986. http://hdl.handle.net/10044/1/38124.

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13

Bolton, R. E. "Azide decomposition in natural product synthesis." Thesis, Imperial College London, 1986. http://hdl.handle.net/10044/1/37947.

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14

Durbin, Matthew J. "Palladium catalysis for natural product synthesis." Thesis, University of Bath, 2007. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.519010.

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This thesis details investigations towards the total synthesis of the naturally occurring alkaloid hodgkinsine, utilising palladium catalysis to achieve desymmetrisation of a meso-chimonanthine derivative. Initially, a Suzuki cross-coupling approach was envisaged. Meso-chimonanthine is functionalised as its C-7 bisiodide derivative by directed ortho-lithiation. Suitable electrophiles are screened for the successful preparation of additional bisbromide and bistriflate derivatives to broaden the scope of the cross-coupling. The synthesis of a suitable indole-3-boronic ester coupling partner is a

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15

Rodger, Robert. "Fused ring systems in natural product synthesis." Thesis, The University of Sydney, 2022. https://hdl.handle.net/2123/27645.

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On the instigation of A/Prof C. S. P. McErlean I investigated the rapid synthesis of fused ring compounds by a key polyene cyclisation. Chapter 1 sets the scene by highlighting deficiencies in literature syntheses of selected fused-ring compounds, where synthetic strategies are often suboptimal. In particular, the scarcity of reported syntheses involving a direct cyclisation method is noted. Chapter 2 discusses the taiwaniaquinoids and previous synthetic approaches including McErlean group efforts which delivered the non-natural stereochemistry. A method to produce the desired trans stereo

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16

Catterick, David. "The parallel synthesis of natural product families." Thesis, University of Oxford, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.299756.

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17

Gallagher, Oliver Paul. "Structure and synthesis in natural product chemistry /." [St. Lucia, Qld. : s.n.], 2002. http://www.library.uq.edu.au/pdfserve.php?image=thesisabs/absthe16653.pdf.

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18

Torssell, Staffan. "Stereoselective Synthesis of Amino Alcohols : Applications to Natural Product Synthesis." Doctoral thesis, Stockholm : Kemi, Kungliga Tekniska högskolan, 2007. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-4472.

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19

Yu, Miao. "Stereoselective Olefin Metathesis Reactions for Natural Product Synthesis." Thesis, Boston College, 2014. http://hdl.handle.net/2345/3861.

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Thesis advisor: Amir H. Hoveyda<br>Chapter 1. The first examples of highly Z- and enantioselective ring-opening/cross-metathesis reactions are disclosed. Transformations involve meso cyclic olefin substrate and styrenes or enol ethers as olefin cross partners. A stereogenic-at-Mo monoaryloxide monopyrrolide (MAP) complex, prepared and used in situ, is discovered for the efficient formation of Z olefins. Such complex, bearing a relatively smaller adamantylimido and a larger chiral aryloxide ligand, leads to kinetic Z-selectivity due to the size differential. In most cases, the resulting disubst

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20

Yu, Elsie. "Catalytic Stereoselective Olefin Metathesis for Natural Product Synthesis." Thesis, Boston College, 2018. http://hdl.handle.net/2345/bc-ir:107714.

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Thesis advisor: Amir H. Hoveyda<br>Chapter 1. Efficient Z-Selective Synthesis of Allylic- and Alkenyl Boronates by Catalytic Cross-Metathesis Efficient Z-selective cross-metathesis reactions to furnish Z-(pinacolato)-allylboron and Z-(pinacolato)alkenylboron compounds through catalytic cross-metathesis are disclosed. Z-allylic boron compounds are generated by the use of catalytic amounts of a W-based monoaryloxide monopyrrolide (MAP) complex in up to 91% yield and 96:4 dr after allylation to benzaldehyde. Alkenylboron compounds are prepared in high yields and high Z selectivity in up to 93% yi

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21

Hutchinson, John Howard. "The use of camphor in natural product synthesis." Thesis, University of British Columbia, 1985. http://hdl.handle.net/2429/25830.

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(+)-9,10-Dibromocamphor 3̲7̲, prepared in three steps from (+)-3-e̲n̲d̲o̲-bromocamphor 1̲5̲a̲, was found to undergo facile ring cleavage to provide the cyclopentanoid ring systems 1̲5̲8̲, 1̲5̲9̲ and 1̲6̲1̲. The bromoacid 1̲5̲9̲ was readily lactonised to provide 1̲6̲0̲ in high yield. The hydroxyacid 1̲6̲1̲ was converted into the hydrindenone 1̲9̲0̲ in three steps and a further six steps were required to complete the total enantiospecific synthesis of (-)-estrone e̲n̲t̲4̲1̲. Studies directed toward the synthesis of vitamin D₃ (2̲1̲3̲) and metabolites have shown that diastereoselective alkylati

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22

Nodwell, Matthew B. "Synthesis of biologically active marine natural product analogues." Thesis, University of British Columbia, 2008. http://hdl.handle.net/2429/25745.

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Natural products have long been a source of inspiration for many drugs in human use. The Andersen lab examines compounds from marine sources that can be used as lead structures for drug discovery. Synthetic studies, structure-activity relationships (SAR) and biological findings of two such compounds are described in this thesis. The first is pelorol, a meroterpene isolated from a tropical sponge Dactylospongia elegans. Pelorol is a small molecule activator of SHIP 1, a phosphatase that is a negative regulator of the P13K pathway in hematopoetic cells. Using a synthetic route from a previous c

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23

Flasz, Jakub Tadeusz. "Total synthesis of the antitumour natural product, (-)- echinosporin." Thesis, Queen's University Belfast, 2013. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.601477.

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The following dissertation describes a collection of results that led to a successful formal total synthesis of a naturally-occurring antitumour antibiotic, (-)..echinosporin. To achieve that, various synthetic strategies were developed and examined, all of which relied on a cycloadditive event as a key step to prepare the [3.4.0J-bicyclic framework of (-)-echinosporin. The synthesis was eventually accomplished using the Padwa [3+2] cycloaddition-elimination of allenylphenylsulphone to a chiral sugar enone 6 as a key transformation. it provided the first recorded example of this reaction used

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24

Barry, Conor. "Clavosolide A : Prins cyclisation in natural product synthesis." Thesis, University of Bristol, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.413614.

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25

Giampa, Geoffrey. "Investigations Into Carbon Nanotube And Natural Product Synthesis." ScholarWorks @ UVM, 2016. http://scholarworks.uvm.edu/graddis/552.

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This dissertation describes research into the synthesis of carbon nanotubes using traditional organic synthetic methods, as well as work on the fragmentation of β-hydroxy-α-diazoesters with a γ-hetero group and applications of their reactivity towards natural product synthesis. Carbon nanotubes are unique structures that can exhibit different electronic properties based on their chiral vector, and are a potential future source of semiconductors. Current methods of synthesis are unable to be adapted to commercial synthesis, providing the opportunity for the application of organic synthetic meth

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26

Källström, Jan Eddy Adolf. "Synthesis studies towards daphlongeranine B." Thesis, University of Oxford, 2013. http://ora.ox.ac.uk/objects/uuid:638685a8-da64-488b-b65d-ba9a2111d4fb.

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This thesis describes the development of a synthetic route towards daphlongeranine B, an alkaloid isolated from the fruits of Daphniphyllum longeracemosum, by utilising an intramolecular Michael addition to form its unique tricyclic core. <strong>Chapter 1</strong> gives a general introduction to the family of Daphniphyllum alkaloids together with some recent examples, from the literature, illustrating some synthetic attempts towards structurally similar alkaloids. This chapter also features our retrosynthetic analysis of daphlongeranine B. <strong>Chapter 2</strong> details the synthesis of t

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27

Pepper, Adrian Gordon. "Asymmetric synthesis using acyl-nitroso cycloadditions : applications to natural product synthesis." Thesis, University of Salford, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.314011.

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28

Sadler, Matthew James. "Diastereoselective synthesis of 2,4,5 trisubstituted piperidines : application in natural product synthesis." Thesis, University of Birmingham, 2011. http://etheses.bham.ac.uk//id/eprint/2901/.

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This thesis describes the diastereoselective synthesis of 2,4,5-trisubstituted piperidines using carbonyl-ene and Prins cyclisations and their application in natural product synthesis. Following on from previous work in the group, we investigated how a preinstalled substituent in the 2-position can help to control the sense of induction at the two newly forming stereocentres. We utilised the Prins reaction in the formal synthesis of pseudodistomin F, a marine alkaloid that posses a 2,4,5-tribsubstituted piperidine core. An initial first generation synthesis focused on the construction of a cyc

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29

Thomas, A. "The enantiospecific synthesis of natural product analogues from carbohydrates." Thesis, University of Reading, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.356073.

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30

Carter, Catherine Frances. "The application of flow chemistry to natural product synthesis." Thesis, University of Cambridge, 2012. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.610524.

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31

Lancefield, Christopher Stuart. "Using molecular oxygen in synthesis : applications in lignin valorisation and natural product synthesis." Thesis, University of St Andrews, 2015. http://hdl.handle.net/10023/6959.

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The first part of this thesis describes my research towards the valorisation of lignin. Due to environmental and political pressures, there has been a drive to start the transition from a fossil fuel based economy to a renewable based one. This will require the development of novel routes to renewable chemicals, one source of which may be the biopolymer lignin. Through the synthesis of advanced lignin model compounds, the chemistry of real lignin is explored. This work culminates in the development of a novel method for the depolymerisation of real lignin to simple mixtures of aromatic chemica

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32

Wallace, Stephen. "A cascade approach towards the gephyrotoxins." Thesis, University of Oxford, 2012. http://ora.ox.ac.uk/objects/uuid:1f7b55ec-0346-498c-be03-81f3b9fde2f5.

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The aim of this project was to develop a cascade approach towards perhydropyrrolo-[1,2-a]-quinolines and to apply this to the asymmetric synthesis of the gephyrotoxin alkoids. Chapters Two and Three outline the development of a synthetic route towards a range of cascade precursors, whilst Chapter Four outlines investigations into the enamine-Michael cascade. Central to understanding the cascade process was the discovery that the major product of the enamine-Michael cascade was the unusual tricyclic hydroquinium salt. This can subsequently be engaged in a diastereoselective inter- or intramolec

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33

Harsh, Philip R. "Applications of asymmetric allylation reactions towards natural product synthesis." Morgantown, W. Va. : [West Virginia University Libraries], 2008. https://eidr.wvu.edu/etd/documentdata.eTD?documentid=6029.

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Thesis (M.S.)--West Virginia University, 2008.<br>Title from document title page. Document formatted into pages; contains vi, 78 p. : ill. Includes abstract. Includes bibliographical references (p. 37-38).

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34

Ghirardi, Elena. "Enantio- and Diastereoselective Cyclocondensation Reactions. Stereocontrolled Access to Azabicycles and Application to Natural Product Synthesis." Doctoral thesis, Universitat de Barcelona, 2016. http://hdl.handle.net/10803/398789.

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The first objective of this Thesis was the study of the preparation of octhydro-1H-cyclopenta[b]pyridines and octahydro-1H-indoles, through the synthesis of (R)-phenylglycinol derived tricyclic lactams. Following the previous reported methodology a carbon substituent would be present at the carbocyclic ring and we planned to find the conditions for controlling its absolute configuration. Unfortunately, the reaction of ketoester 4 and ketoacid 7, provided undesired enamines 8 and 9. On the other hand, the reaction of ketoacid derivatives 16 and 17 with (R)-phenylglycinol led to a mixture of epi

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35

Cordier, Christopher James. "The Diversity-oriented Synthesis of Natural Product-like Libraries." Thesis, University of Leeds, 2007. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.485204.

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This thesis describes a novel approach to diversity-oriented synthesis. The approach involves the iterative assembly of building blocks onto a purification handle using temporary diisopropylsilylene tethers; this approach yields substrates for a ring-c1osing-ring-opening olefin metathesis cascade. The metathesis cascade results in a skeletal transformation and a range of scaffolds have been generated using only a few simple building blocks and a small number of common reactions. The use of a fluorous tag as a purification handle minimised labour-intensive purification steps and rendered the ap

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36

Teske, Jesse. "Natural Product Synthesis via [2+2+2] Cyclotrimerization Reactions." NCSU, 2009. http://www.lib.ncsu.edu/theses/available/etd-06202009-165943/.

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The transition metal mediated [2+2+2] cyclotrimerization reaction of alkynes is a highly convergent approach to the synthesis of polysubstituted carbo- and heterocyclic aromatic ring systems. However, few examples of the application of cyclotrimerization reactions in natural product synthesis have been reported. Here we explore the development of [2+2+2] cyclotrimerization reactions towards benzene derivatives applicable to the regioselective synthesis of indanone, isoquinoline, anthraquinone, cannabinoid, and neolignan based natural products. In addition, the development of [2+2+2] cyclotrime

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37

Liang, Huan. "Methodology for natural product synthesis : sordarin, himandrine and lepadiformine." Thesis, University of British Columbia, 2009. http://hdl.handle.net/2429/14570.

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Fungal infection, of small concern in healthy individuals, can become problematic in immunosuppressed patients with illnesses such as AIDS, and the search for substances that exert antifungal action by new mechanisms continues. A noteworthy group of potent antimycotic natural products known as the sordarins meet this criterion. In order to investigate the effect of various functional and skeletal changes to sordarin on anti-pathogenic activity, we have devised practical, expeditious, and efficient routes to analogs of the natural product. The bioactivity of the new compounds against various pa

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38

Hobson, Stephen. "Applications of the achmatowicz rearrangement in natural product synthesis." Thesis, University of Glasgow, 2010. http://theses.gla.ac.uk/1660/.

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The structurally related PM-94128 and Ajudazols A and B exhibit differing biological activities but share the isocoumarin core structure. PM-94128 belongs to a large family of compounds known as the aminodihydroisocoumarins and was isolated in 1997. It has been shown to be an inhibitor of DNA and RNA synthesis and have potent cytotoxic activity in vivo. The Ajudazols A and B were isolated in 2004 and have antifungal activity against several important food spoilers. The work that follows details the design and development of a novel method for the generation of the isocoumarin core from isobenz

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39

Seden, Peter Timothy. "Application of the Prins Cyclisation to Natural Product Synthesis." Thesis, University of Bristol, 2009. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.499891.

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40

Swift, Michael D. "Investigation of metal mediated reactions for natural product synthesis." Thesis, University of Glasgow, 2009. http://theses.gla.ac.uk/621/.

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During the course of the studies outlined in this thesis, an ether-directed Pd(II)-catalysed aza-Claisen rearrangement reaction that had previously been developed by the Sutherland group was expanded to include more functionalised rearrangement substrates. This methodology has been applied for the synthesis of several natural products including dihydroxylated-amino acids. Further investigation of substrates for the rearrangement led to the synthesis of other substituted trichloroacetimidates. Rearrangement of these compounds demonstrated the role of steric strain on the stereocontrol of the re

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41

Moore, Rebecca J. "Novel approaches to natural product synthesis using organozinc intermediates." Thesis, University of Newcastle Upon Tyne, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.362516.

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42

Hindley, Stephen. "Towards the total synthesis of the natural product tetronothiodin." Thesis, University of Liverpool, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.366274.

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43

Medeiros, Edna Faria de. "The use of pyrylium salts in natural product synthesis." Thesis, University of Essex, 1993. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.334742.

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44

Davies, Darren. "Approaches towards the synthesis of the natural product phorbol." Thesis, Loughborough University, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.392383.

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45

Peed, Jennifer. "Unsaturated aldols as useful substrates in natural product synthesis." Thesis, University of Bath, 2013. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.601674.

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This thesis focuses on the use of unsaturated aldols as useful substrates in natural product synthesis. Two methodologies have been investigated for the asymmetric synthesis of highly substituted lactones containing multiple contiguous stereocentres from unsaturated aldol precursors. These lactones have potential application as building blocks for natural product synthesis. Firstly, synthetic applications of the retro aldol reaction are reviewed. The second chapter describes a novel methodology for the asymmetric synthesis of highly substituted δ-lactones from syn-aldol cyclopropanes iii. Merc

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46

Neal, Andrew. "Use of the Claisen rearrangement in natural product synthesis." Thesis, University of St Andrews, 2018. http://hdl.handle.net/10023/16129.

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47

Kumar, Rohitesh. "Design and Synthesis of Natural Product-Based Screening Libraries." Thesis, Griffith University, 2017. http://hdl.handle.net/10072/366694.

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Natural products (NPs) continue to have significant impact in the area of drug discovery and development. More than 50% of the approved drugs between 1981 and 2014 were either unaltered NPs, NP derivatives or synthetic drugs inspired by NP pharmacophores. NPs have also served as lead molecules in drug development programs; noteworthy example include the semi-synthetic antifungal drugs caspofungin, anidulafungin, and micafungin that were based on NP lead compounds isolated from the fermentation products of various fungus. Other notable examples include the sponge metabolite halichondrin B that

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48

Lefranc, David. "Total synthesis of micrococcin P1." Thesis, University of British Columbia, 2008. http://hdl.handle.net/2429/3626.

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This thesis describes the total synthesis of the thiopeptide antibiotic micrococcin P1. It unambiguously elucidates its structure, which has been subject to controversy for over thirty years. The centerpiece of the route to the target molecule is a facile one-pot construction of the central thiazole/pyridine cluster developed in our laboratory. This highlyconvergent route entails a delicate Michael addition to yield a Hantzsch dihydropyridine intermediate, which undergoes further oxidation to the fully aromatised heterocycle. The synthesis was completed by the coupling of this core with a high

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49

Das, P. "Antimalarial natural product cladosporin: synthesis of stereoisomeric library, lead optimization, co-crystallization, and biological evaluation and synthesis of related macrocyclic natural products." Thesis(Ph.D.), CSIR-National Chemical Laboratory, 2021. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/5984.

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The work incorporated in this thesis is mainly focused on “Medicinal chemistry” and “Total synthesis”. Herein we have developed a unique and divergent synthetic scheme to access all the possible stereoisomers of a potent anti-malarial natural product, cladosporin and assessed their inhibitory potency through parasite-, enzyme- and cell-based assays. Based on the scores from biological assays, we categorized the entire set of stereoisomers in to three different potency classes, two of them (including cladosporin) being the most potent ones. X-ray diffraction study of co-crystals of the stereois

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50

Plowright, Alleyn T. "Synthetic studies towards the marine natural product phorboxazole A." Thesis, University of Nottingham, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.311837.

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