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Dissertations / Theses on the topic 'Piperidone'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Lewis, Neil. "Asymmetric piperidine synthesis." Thesis, University of Nottingham, 1995. http://eprints.nottingham.ac.uk/13293/.

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It has been demonstrated that bakers' yeast reduction of 1-tert-butyl-2-methyl 3-oxo-piperidine-1,2-dicarboxylate gives (2R, 3S), 1-tert-butyl-2-methyl 3-hydroxy-piperidine-1,2-dicarboxylate in 80% chemical yield with >99% d.e. and >97% e.e. Also bakers' yeast reduction of 1-tert-butyl-3-ethyl 4-oxo-piperidine-1,3-dicarboxylate gives (3R, 4S), 1-tert-butyl-3-ethyl4-hydroxy-piperidine-1,3-dicarboxylate in 74% chemical yield with >99% d.e. and >93% e.e. The optical purity and absolute configurations of the hydroxy-ester derivatives were determined by conversion into the corresponding chiral bis-

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2

Turner, Ian. "Piperidines from tetrahydroimidazoles." Thesis, University of Nottingham, 1992. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.334848.

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3

Taylor, Sarah Alison. "Sulfur-mediated pyrrolidine and piperidine synthesis." Thesis, University of Cambridge, 2007. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.613286.

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4

Adriaenssens, Louis. "Stereoselective synthesis of piperidines." Thesis, Connect to e-thesis to view edited abstract. Move to record for print version, 2008. http://theses.gla.ac.uk/49/.

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5

Girling, Paul Ricardo. "Novel approaches to piperidine and hydropyridine derivatives." Thesis, Durham University, 2012. http://etheses.dur.ac.uk/6354/.

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Three new modes of reactivity are reported between the reaction of an imine, but-3-en-2-ones and a Lewis acid. These are formal [2+2+2]-, [1+2+1+2]- and [4+2]- cycloadditions, deriving 1,1'-(1,2-dihydropyridine-3,5-diyl)diethanones, 1,1'-(1,4-dihydropyridine-3,5-diyl)diethanones and piperidin-4-ones and respectively. The [2+2+2]- and [1+2+1+2]-cycloadditions proceed when R3 = LG (leaving group), with the [1+2+1+2]-pathway dominating when the imine is easily hydrolysed within the reaction conditions. When R3 ≠ LG, the cycloaddition proceeds through different [4+2]-mechanistic pathways, dependen

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6

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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7

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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8

Eskici, Mustafa. "Asymmetric piperidine synthesis via 1,3-cyclic sulfates." Thesis, University of Bristol, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.368215.

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9

Woods, Gordon Alexander. "Synthetic approaches to functionalised piperidines." Thesis, University of Oxford, 1999. http://ora.ox.ac.uk/objects/uuid:4c6fdb6c-c021-447c-8fc9-35241b552850.

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This thesis is concerned with the synthesis of functionalised piperidines. The piperidine unit is found in numerous alkaloids and other natural products, and has also been incorporated into synthetic compounds of significant therapeutic or strategic synthetic potential. Although numerous syntheses of individual piperidine compounds have been published, there are few general routes to this class of compounds, and there is therefore a need for such routes to be developed. Bicyclic lactams derived from (S)-pyroglutamic acid have been shown to be useful synthons in the synthesis of pyrrolidines. A

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10

Ottersbach, Dirk. "Dehydrierung n-substituierter Delta3-Piperideine /." [S.l. : s.n.], 1988. http://www.gbv.de/dms/bs/toc/025230328.pdf.

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11

Williams, Jodi Thomas. "Stereoselective piperidine synthesis via ene and carbonyl ene cyclisations." Thesis, Oxford Brookes University, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.289247.

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12

Lenagh-Snow, Gabriel Matthew Jack. "The synthesis of azetidine and piperidine iminosugars from monosaccharides." Thesis, University of Oxford, 2012. http://ora.ox.ac.uk/objects/uuid:207235d5-2ea5-4724-92fd-924fa0ccd4ed.

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Iminosugars are polyhydroxylated alkaloids, and can be generally defined as sugar mimetics in which the endocyclic oxygen atom has been replaced with a basic nitrogen. A common affect of this atomic substitution is to bestow these compounds with the ability to inhibit various sugarprocessing enzymes; most significantly the glycosidases (glycoside hydrolases) which areintimately involved in a huge array of biological functions. Compounds which inhibit these enzymes concordantly possess much potential as medicinal agents for the treatment of a variety of diseases. Several iminosugars have alread

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13

Dumare, N. B. "Synthetic studies towards mitralactonine, pipecolic acid and piperidine alkaloids." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2013. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/1920.

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14

Williams, Meredith Richard Vaughan. "Sulfone-mediated synthesis of enantiopure piperidines." Thesis, Imperial College London, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.299202.

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15

Cariou, Claire. "Diastereoselective synthesis of 2,4,5-trisubstituted piperidines." Thesis, University of Birmingham, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.434701.

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16

Bergman, Zara Dominique. "2,3,4-trisubstituted piperidines : a stereocontolled approach." Thesis, University of Birmingham, 2015. http://etheses.bham.ac.uk//id/eprint/5794/.

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This thesis details a methodology utilising various synthetic pathways towards cyclisation precursors suitable for use in Prins and carbonyl-ene cyclisations to effect 2,3,4-trisubstituted piperidines. Once the precursors were synthesised, we were interested in the stereochemical outcomes of the cyclisations, in particular identity and rational of the kinetic and thermodynamic products and their variation due to differing substituents on C2. Previous work in the Snaith group has addressed various other substitution patterns and 2,3,4-trisubstituted piperidines are central components of a vast

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17

McGrane, Emma Scott. "Novel approaches towards pyrrolidines and piperidines." Thesis, Kingston University, 2004. http://eprints.kingston.ac.uk/20731/.

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18

Abdelsalam, Mansour. "Synthesis of piperidines using organometallic chemistry." Thesis, University of Sheffield, 2013. http://etheses.whiterose.ac.uk/4069/.

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19

Archibald, Glenn Philip. "Use of novel nitrones in the synthesis of piperidine alkaloids." Thesis, University of Auckland, 2011. http://hdl.handle.net/2292/7127.

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The current study focused on development of a flexible synthetic strategy for the enantioselective preparation of 2-substituted-3-hydroxypiperidines utilising chiral 3-hydroxytetrahydropyridine N-oxides. Initial studies into the regio- and stereoselectivity of the 1,3-dipolar cycloaddition reaction between O-benzyl protected 3-hydroxytetrahydropyridine N-oxide 208 and a range of alkenes, proceeded with excellent exo/endo selectivity and near perfect regioselectivity. However the anti/syn selectivity was only moderately in favour of the desired anti-compounds. Further development has led to the

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20

Lonkar, P. S. "Pyrrolidine and piperidine nucleic acids: novel class of PNA analogues." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2004. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/2879.

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21

Kawamura, Meire Yasuko. "Emprego de diazocetonas α,β-insaturadas com geometria Z na direta construção de esqueletos indolizidínicos e piperidínicos funcionalizados." Universidade de São Paulo, 2016. http://www.teses.usp.br/teses/disponiveis/75/75133/tde-26082016-104019/.

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Pumiliotoxinas e seus congêneres são compostos isolados da pele de algumas espécies de sapos das famílias Dendrobatidae, Mantellidae, Bufonidae, e Myobatrachidae, apresentando interessantes propriedades farmacológicas. As pumiliotoxinas, embora tóxicas, apresentam consideráveis atividades cardiotônicas, assim, acredita-se que as homopumiliotoxinas, as desmetilpumiliotoxinas e as desidrodesmetilpumiliotoxinas também devam apresentar. Nesse sentido, a síntese destes compostos é de extrema valia para a comunidade científica. As diazocetonas α,β-insaturadas são intermediários promissore

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22

Ferrari, Frank D. "Flexible synthesis of spirocyclic pyrans and piperidines." Thesis, University of Glasgow, 2012. http://theses.gla.ac.uk/3829/.

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Spirocyclic piperidines and spirocyclic pyrans are prevalent throughout nature, often appearing in natural products which exhibit exciting biological activities. Notable examples of spirocyclic piperidine-containing biologically active natural products are halichlorine, pinnaic acid and tauropinnaic acid. Despite their structural similarity, halichlorine and the pinnaic acids were isolated from separate organisms; halichlorine was isolated from extracts of the marine sponge Halichondria okadai while both pinnaic acid and tauropinnaic acid were isolated from the Okinawan bivalve mollusc Pinna m

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23

Mould, Roger James. "Aza-Wittig rearrangement of aziridines to piperidines." Thesis, University of Exeter, 1996. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.296237.

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24

Smith, Peter Duncan. "Synthesis of pipecolic acid derivatives via aza-Diels-Alder reactions." Thesis, Heriot-Watt University, 2000. http://hdl.handle.net/10399/552.

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25

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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26

Coggins, P. "Syntheses with 2-alkyl-2,3,4,5-tetrahydropyridine-1-oxides." Thesis, University of Exeter, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.235969.

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27

Gandon, Lucile Alice. "A radical sterocontrolled synthesis of 2,4-disubstituted piperidines." Thesis, University of Birmingham, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.403012.

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28

Hutchinson, Ian Paul. "The synthesis of 3-substituted-2-(nitromethylene)-piperidines." Thesis, University of Warwick, 1994. http://wrap.warwick.ac.uk/104212/.

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The class of insecticides known collectively as the nitromethylene heterocycles (NMHs) were discovered in the late 1970's. The NMHs are a group of compounds that are particularly active against certain insects, exhibit low toxicity to vertebrates and are non-persistent in the environment. Their site of action is on the cholinergic synapse where they act as agonists at the post-synaptic nicotinic acetylcholine receptors. Research into developing these types of compounds has led to a wide range of analogues being synthesised, resulting in a wide variety of activities. Analogues of 2- (nitromethy

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29

Mathieu, Hélène. "Syntheses asymetriques de piperidines fonctionnalisees a partir d'acyloxazolidines." Paris 6, 1998. http://www.theses.fr/1998PA066231.

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Une reaction de condensation entre un aminoalcool enantiopur et un aldehyde fonctionnalise suivie d'une carbamation stereoselective a permis d'acceder a des cetooxazolidines diastereoisomeriquement pures avec un groupe tert-butoxycarbonyle comme groupe protecteur de la fonction amine. Des etudes realisees concernant la stereoselectivite de la reduction de la fonction carbonyle, placee soit en , soit en du c-2 de l'oxazolidine, ont montrees que l'induction asymetrique de la couple chirale etait plus efficace dans le cas d'un transfert de chiralite 1,2 (c = o en ) que 1,3 (c = o en ). L'obtentio

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30

Cochrane, Edward. "Synthesis of substituted piperidines using chiral organolithium chemistry." Thesis, University of Sheffield, 2014. http://etheses.whiterose.ac.uk/6622/.

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31

Adelbrecht, Jean-Claude. "Bis (arylsulfonyl) tetrahydropyridines : application to the synthesis of piperidines." Thesis, Imperial College London, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.406619.

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32

Hunter, Darren F. A. "Synthesis of bioactive pyrrolidine and piperidinone derivatives from carbohydrates." Thesis, University of Oxford, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.418528.

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33

Hughes, Mark Charles. "The development of new approaches to stereoselective functionalised piperidines." Thesis, University of Oxford, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.342543.

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34

Aeyad, Tahani. "Synthesis of substituted azepanes and piperidines using organolithium chemistry." Thesis, University of Sheffield, 2018. http://etheses.whiterose.ac.uk/20712/.

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α-Amino-organolithium compounds represent an important class of intermediates due to their excellent nucleophilic reactivity and importance in synthetic organic chemistry. This thesis describes some novel aspects of the n-BuLi mediated lithiation‒substitution of N-Boc heterocycles, including N-Boc-2-substituted azepane, benzazepine and piperidine derivatives.

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35

Yau, K. C. "The asymmetric synthesis of oxo-piperidines and oxo-pyrrolidines." Thesis, University College London (University of London), 2014. http://discovery.ucl.ac.uk/1451240/.

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Chapter 1 describes the attempts to synthesize piperidin-2-ones via an aza-Michael-Michael annulation, which were unsuccessful. A general route for the synthesis of piperidin-2,4-diones from β-keto esters via a Dieckmann cyclisation was proposed and five piperidin-2,4-diones with different substituents at positions-5 and -6 were prepared. An asymmetric route to 1-unsubstituted piperidin-2,4-diones was also developed which involved the use of Davies' chiral auxiliary to induce an asymmetric Michael addition. Chapter 2 describes a new approach to the synthesis of codeine. The piperidin-4-one rin

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36

Launay, Guillaume. "New approaches for C-F bond formation in organic chemistry." Thesis, University of St Andrews, 2010. http://hdl.handle.net/10023/922.

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The importance of fluorinated organic molecules has grown over the last 50 years, particularly in the pharmaceutical and agrochemical industries. Therefore the development of new methods for fluorination is a very attractive research area. In Chapter 1, the properties and impact of the fluorine atom on organic molecules are overviewed. Existing electrophilic and nucleophilic fluorination methods are reviewed, and new developments in asymmetric fluorination are discussed. The emergence of the Prins fluorination reaction as a side product in BF₃.OEt₂ catalysed processes has been investigated as

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37

Gu, Xiaobo. "Synthesis and SAR study of Meperidine Analogues as Selective Serotonin Reuptake Inhibitors (SSRIs)." ScholarWorks@UNO, 2010. http://scholarworks.uno.edu/td/1111.

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Meperidine has been shown to have potent binding affinity for serotonin transporters (SERT) (Ki = 41 nM) and be an inhibitor of serotonin reuptake. Based upon these pharmacological results meperidine has been identified as a lead compound for the development of a novel class of serotonin-selective reuptake inhibitors (SSRIs). A variety of potent analogues of meperidine have been synthesized and evaluated in vitro as potential ligands for the serotonin transporter. Substitutions have been made on the aryl ring, the ester moiety and the piperidine nitrogen of meperidine. Potent analogues o

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38

Stapper, Christian. "Ringumlagerungen und Synthese von Piperidin- und Pyrrolidinalkaloiden durch Olefinmetathese." [S.l.] : [s.n.], 2001. http://deposit.ddb.de/cgi-bin/dokserv?idn=962764485.

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39

Österlund, Modalen Åsa. "Opioids and regulation of breathing /." Stockholm, 2004. http://diss.kib.ki.se/2004/91-7140-123-7/.

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40

Mancey, Nicole Claire. "Investigations Intro [3+3] Cycloadditions for the synthesis of piperidines." Thesis, University of Sheffield, 2010. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.522345.

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41

Moraux, Thomas. "Synthesis and evaluation of α-fluoro analogues of capsaicin and 2-(aminomethyl)piperidine derivatives". Thesis, University of St Andrews, 2011. http://hdl.handle.net/10023/2094.

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Chapter 1 gives an overview of the fluorine chemistry field, from its early developments to recent applications in medicinal chemistry. The development of asymmetric electrophilic or nucleophilic installation of fluorine in organic molecules is highlighten. Chapter 2 of this thesis discusses the enantioselective synthesis of α-fluoroamides. The study is applied to the synthesis of fluoroenantiomers of the bioactive molecule capsaicin and short-chain analogues. The biological activity of these compounds is assayed with the TRPV1 receptor. Results show that enantioselective α-fluoroamides (R)-97

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42

Goldspink, Nicholas J. "Asymmetric synthesis of piperidines using the chiral lithium amide base approach." Thesis, University of Nottingham, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.364649.

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43

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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44

CARBONNEL, SYLVIE. "Syntheses stereoselectives de piperidines polysubstituees d'interet biologique derivees de l'acide pipecolique." Clermont-Ferrand 2, 2001. http://www.theses.fr/2001CLF22273.

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Ce travail decrit une nouvelle methode d'acces a des composes piperidiniques derives de l'acide pipecolique. Une reaction de cyclisation intramoleculaire de type mannich, impliquant un aldehyde et une beta-aminocetone protegee, permet la creation du cycle piperidinique. La fonction ester peut etre introduite sur ce cycle par l'intermediaire de l'un ou l'autre des precurseurs et les deux voies de synthese correspondantes ont ete mises au point. La premiere voie fait intervenir un ester glyoxylique et une beta-aminocetone protegee alpha-alkylee. La diastereoselectivite de la reaction est alors s

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45

LORTHIOIS, EDWIGE. "Synthese enantioselective et diastereoselective de tetrahydrofurannes. De pyrrolidines et de piperidines." Paris 6, 1997. http://www.theses.fr/1997PA066445.

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Differents enynes polysubstitues ont ete metalles en position propargylique. Apres transmetallation en organozincique, une rapide reaction de cyclisation anionique a lieu pour conduire a des tetrahydrofurannes et a des pyrrolidines de geometrie definie selon un etat de transition de type zinca-ene-allene. La reaction de cyclisation d'enolates de zinc d'esters alpha-amines sur une double liaison non activee permet d'acceder a des pyrrolidines polysubstituees a partir de substrats simples. L'influence de substituants, places sur la chaine lineaire de l'amino-ester, sur la stereochimie de la reac

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46

Pöschl, Anna. "Synthesis of novel piperidine building blocks and their use for the preparation of donepezil analogues." Thesis, King's College London (University of London), 2015. http://kclpure.kcl.ac.uk/portal/en/theses/synthesis-of-novel-piperidine-building-blocks-and-their-use-for-the-preparation-of-donepezil-analogues(7bca2c61-fc01-4496-adb5-b42872749a34).html.

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The piperidine moiety is found in a vast number of bioactive natural products as well as numerous marketed drugs and is therefore an interesting target for synthetic modi cations. Synthetic piperidines currently in the clinic are predominantly limited to 1,4-disubstitution on the piperidine ring, hence it is important to develop strategies to access new drug candidates with diverse substitution con gurations on the ring. For this purpose, the aza-Michael reaction can be used as an atom-ecient method to access biologically important piperidines. An initial study into the utility of divinyl keto

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47

Chi, Feng. "Studies on the monoamine oxidase substrate/inactivator properties of piperidine analogs of the neurotoxin MPTP." Thesis, This resource online, 1996. http://scholar.lib.vt.edu/theses/available/etd-02132009-171404/.

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48

Upadhyay, P. K. "Development of new methodology using phosphorus ylides and enantioselective synthesis of pyrrolidine and piperidine alkaloids." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2009. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/2768.

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49

Haji-Cheteh, Chehasnah. "Synthesis of phosphine-alkene ligands and 3-hydroxy piperidines using organolithium chemistry." Thesis, University of York, 2016. http://etheses.whiterose.ac.uk/13889/.

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This thesis describes synthetic routes to P-stereogenic phosphine-alkene ligands and 3-hydroxy piperidines containing heteroaromatics via lithiation-trapping of phosphine boranes or N-Boc pyrrolidine. Both topics are introduced in chapter 1.Chapter 2 presents a route to a new type of P-stereogenic phosphine-alkene ligand B prepared by racemic lithiation of t-butyldimethylphosphine borane or dimethylphenylphosphine borane using s-BuLi. Different allylic halides were used to trap the lithiated intermediate to give chiral alkene-phosphine boranes A. In chapter 3, 3-hydroxy piperidines were synthe

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50

Slater, Kara Anne. "The radical-polar crossover annulation approach to chiral substituted pyrrolidines and piperidines." Diss., University of Iowa, 2015. https://ir.uiowa.edu/etd/1906.

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Chiral amine functionality is abundant in the world of natural products. In the past, many research groups have made use of the addition of carbanions to imine derivatives in order to achieve such functionality. Nucleophilic addition, however, can prove to be difficult when utilizing complex starting materials since many functional groups are not orthogonal to this approach. Radical addition to imine derivatives is an alternative strategy. There is a broader range of functional group tolerance with this method due to the mild nature and chemoselectivity of radical reactions. Further, secondary

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