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Dissertations / Theses on the topic 'The asymmetric Mannich reaction'

Author: Grafiati

Published: 24 April 2022

Last updated: 30 July 2025

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1

Howell, Gareth P. "A general, asymmetric nitro-Mannich reaction for the synthesis of 1,2-diamines." Thesis, University of Nottingham, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.416417.

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2

Yeste, Sonia Lozano. "Boron-BINOL catalysed asymmetric Mannich and aldol type reaction : novel boronate esters." Thesis, University of Bath, 2007. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.516904.

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3

McLaren, Andrew B. "Studies towards asymmetric aziridine synthesis via aza-darzens reaction of (2S)-N-bromoacyl camphorsultam." Thesis, University of Reading, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.340028.

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4

Rowland, Emily Bretherick. "Enantioselective Brønsted Acid-Catalyzed Reaction Methodology Part A: Enantioselective Mannich Reaction Part B: Enantioselective Desymmetrization of meso-Aziridines." [Tampa, Fla] : University of South Florida, 2008. http://purl.fcla.edu/usf/dc/et/SFE0002613.

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5

Homma, Chihiro. "Development of Amine-Catalyzed Asymmetric Reactions of Aldehydes with Alkynyl Z-Ketimines." Doctoral thesis, Kyoto University, 2021. http://hdl.handle.net/2433/263497.

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6

Bibi, Ahtaram [Verfasser]. "Primary Amine Containing Bifunctional Catalysts for Asymmetric Aldol and Mannich Reactions / Ahtaram Bibi." Bremen : IRC-Library, Information Resource Center der Jacobs University Bremen, 2012. http://d-nb.info/1035220229/34.

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7

Fini, Francesco <1979&gt. "Organocatalytic asymmetric mannich-type reactions: an easy approach to optically active amine derivatives." Doctoral thesis, Alma Mater Studiorum - Università di Bologna, 2008. http://amsdottorato.unibo.it/1047/1/Tesi_Fini_Francesco.pdf.

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The topics I came across during the period I spent as a Ph.D. student are mainly two. The first concerns new organocatalytic protocols for Mannich-type reactions mediated by Cinchona alkaloids derivatives (Scheme I, left); the second topic, instead, regards the study of a new approach towards the enantioselective total synthesis of Aspirochlorine, a potent gliotoxin that recent studies indicate as a highly selective and active agent against fungi (Scheme I, right). At the beginning of 2005 I had the chance to join the group of Prof. Alfredo Ricci at the Department of Organic Chemistry of

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8

Fini, Francesco <1979&gt. "Organocatalytic asymmetric mannich-type reactions: an easy approach to optically active amine derivatives." Doctoral thesis, Alma Mater Studiorum - Università di Bologna, 2008. http://amsdottorato.unibo.it/1047/.

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The topics I came across during the period I spent as a Ph.D. student are mainly two. The first concerns new organocatalytic protocols for Mannich-type reactions mediated by Cinchona alkaloids derivatives (Scheme I, left); the second topic, instead, regards the study of a new approach towards the enantioselective total synthesis of Aspirochlorine, a potent gliotoxin that recent studies indicate as a highly selective and active agent against fungi (Scheme I, right). At the beginning of 2005 I had the chance to join the group of Prof. Alfredo Ricci at the Department of Organic Chemistry of

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9

Sakamoto, Ryu. "Development of Amine-catalyzed Asymmetric Reactions Using Hetero-functionalized Acetaldehydes as Nucleophiles." 京都大学 (Kyoto University), 2014. http://hdl.handle.net/2433/188503.

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10

Plas, Aurélie. "Synthèse stéréosélective de bispidines : vers la conception de nouvelles molécules antalgiques." Phd thesis, Université Blaise Pascal - Clermont-Ferrand II, 2011. http://tel.archives-ouvertes.fr/tel-00683624.

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Les bispidines sont des diamines polycycliques chirales régulièrement utilisées comme ligand pour réaliser de l'induction asymétrique. La bispidine HZ2 est connue pour être agoniste et sélective des récepteurs κ-opioïdes, récepteurs impliqués dans le mécanisme douloureux. Ce travail décrit la mise au point d'une méthode générale de synthèse asymétrique et flexible du squelette bispidine, permettant des modifications structurales, afin d'évaluer le potentiel pharmacologique des analogues synthétisés. Tout d'abord, nous avons synthétisé des pipéridines 2,3,6-trisubstituées grâce à une réaction d

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11

Rooney, Phillip Brian. "Macrocyclisation of thiophenes via the Mannich reaction." Thesis, Nottingham Trent University, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.339506.

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12

Papageorgiou, George. "Aspects of the chemistry of the Mannich reaction." Thesis, Loughborough University, 1990. https://dspace.lboro.ac.uk/2134/19427.

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The work described in the thesis is concerned with the development of new methodologies for the aminoalkylation of a wide range of aromatic substrates using non-aqueous conditions. The Mannich reagents derived from secondary amines, bis(N,N-dialkylamino)methanes laminalsl, and alkoxy(N,N-dialkylamino)methanes laminol ethersl, were used in "in situ" reactions activated by various Lewis acids. The objective was to devise new methods whereby a high concentration of hydrogen chloride did not accumulate in the reaction mixture. It was established that aminals activated by acetyl chloride or sulphur

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13

Kalogirou, A. "Development of the conjugate addition/nitro-Mannich reaction." Thesis, University College London (University of London), 2013. http://discovery.ucl.ac.uk/1389217/.

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This thesis describes the development of the conjugate addition/nitro-Mannich reaction and its use in the synthesis of useful molecules like pyrrolidin-2-ones and piperazin-2-ones. The introductory chapter of this thesis outlines the literature related to the nitro-Mannich reaction, describing the different existing methodologies for performing the reaction in diastereo- and enantioselective manner. The synthetic applications of the reaction are also described, especially its uses in the synthesis of biologically active natural products. Moreover, the syntheses and uses of two classes of compo

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14

Bur, Scott Kenneth. "Studies on the vinylogous Mannich reaction and its application to the synthesis of indolizidine natural products /." Digital version:, 2000. http://wwwlib.umi.com/cr/utexas/fullcit?p9992758.

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15

Belfield, Andrew J. "The asymmetric Nazaraov reaction." Thesis, University of Bristol, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.398706.

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16

Rushworth, Philip John. "Quantitative asymmetric reaction kinetics." Thesis, University of Warwick, 2011. http://wrap.warwick.ac.uk/45827/.

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The comparison of catalysts for producing chiral materials is of vital importance in the improvement of reaction scope and efficacy. Here we describe a new method of analysing the kinetics of the stereodetermining steps in asymmetric reactions by performing ligand/catalyst competition experiments against an internal standard and measuring the enantiomeric excess obtained at a variety of ratios of ligand/catalyst to internal standard. From these enantiomeric excess measurements, we can establish the relative rate of reaction between the ligand/catalyst systems and the internal standard, allowin

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17

Chapman, Helen A. "Cyclic diamine systems via reduction of nitro-Mannich reaction products." Thesis, University of Nottingham, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.438334.

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18

Braddock, D. C. "Towards an asymmetric ene reaction." Thesis, University of Oxford, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.307037.

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19

Koovits, P. J. "Development of an enantioselective reductive nitro-Mannich reaction using thiourea catalysis." Thesis, University College London (University of London), 2013. http://discovery.ucl.ac.uk/1388704/.

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The introductory chapter of this thesis describes in detail the chemistry of the nitro-Mannich reaction from its inception to the current “state of the art”. Additionally, the products of the nitro-Mannich reaction and their uses in synthesis are also discussed. The final section of the introduction deals with the use of thiourea organocatalysis and its application in synthetic transformations using imines or nitroalkenes as electrophiles. The results and discussion initially focuses on the development of a racemic reductive nitro-Mannich reaction. It has been found that when using Superhydrid

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20

Mills, M. R. "The development of a one-pot 1,4-addition/nitro-Mannich reaction." Thesis, University College London (University of London), 2010. http://discovery.ucl.ac.uk/134188/.

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The introduction of this thesis reviews the three areas of importance to the research carried out. These are the nitro-Mannich reaction, the conjugate addition of nucleophiles to nitro-alkenes and the diastereoselectivity of electrophilic additions to substrates bearing an α-stereocentre. The Results and Discussion details the research carried out into the development of a one-pot 1,4-addition/nitro-Mannich reaction. Initially the research focused on triggering the reaction using a cyanide nucleophile. Three cyanide sources were investigated, trimethylsilylcyanide, potassium ferrous cyanide an

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21

Yamamoto, Yuhei. "Catalytic asymmetric nitroso Diels-Alder reaction." 京都大学 (Kyoto University), 2006. http://hdl.handle.net/2433/143962.

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22

Tan, Duygu. "Silicon Tetrachloride Mediated Asymmetric Aldol Addition Reaction." Master's thesis, METU, 2013. http://etd.lib.metu.edu.tr/upload/12615396/index.pdf.

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Aldol addition reaction is one of the most important and most studied carbon-carbon bond forming reactions in organic chemistry. Recent studies focused on the catalytic version of this chemistry. Different from the classical Mukaiyama-type aldol reactions, chiral lewis bases have been used as promoters. In the presence of SiCl4, these reactions proceed through a cyclic transition state leading to anti aldol product as a major product with moderate-to-good diastereo and enantioselectivities. Phosphoramide derivatives, BINAPO, BINAPO derivatives, N,N-dioxides and N-oxides have been extensively u

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23

Dozzo, Paola. "Studies towards the asymmetric Baylis-Hillman reaction." Thesis, Imperial College London, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.312966.

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24

Sellarajah, Shane. "Chiral additives in the asymmetric Heck reaction." Thesis, University of East Anglia, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.390653.

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25

McDermott, Michael Cory. "Asymmetric Heck reaction : conformational effects and enantioselectivity." Thesis, University of East Anglia, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.426670.

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26

Williams, Richard. "Asymmetric catalysts within the Baylis Hillman reaction." Thesis, University of Sheffield, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.247257.

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27

Lindsay, David Montgomery. "Development of the asymmetric Pauson Khand reaction." Thesis, University of Strathclyde, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.248568.

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28

Yuryev, Ruslan. "Enhancing catalytic efficiency in asymmetric Henry reaction." Berlin mbv, 2009. http://d-nb.info/1000286959/04.

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29

Tokuda, Osamu. "Studies on organocatalytic direct asymmetric aldol reaction." 京都大学 (Kyoto University), 2007. http://hdl.handle.net/2433/136966.

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30

Peace, Simon. "The stereoselective nitro-Mannich reaction and its application towards the synthesis of vicinal diamines." Thesis, University of Sheffield, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.287661.

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31

Horsfall, L. R. "Stereoselective synthesis of pyrrolidinones via nitro-Mannich reaction : towards the synthesis of popolohuanone E." Thesis, University College London (University of London), 2011. http://discovery.ucl.ac.uk/1324535/.

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Part 1: The first section of this thesis details the stereoselective synthesis of pyrrolidinones via the nitro-Mannich reaction. Expanding on previous work within the Anderson group, conjugate addition of a diorganozinc species to nitroacrylate 141 was carried out successfully. Subsequent in situ nitro-Mannich reaction was then followed by spontaneous lactamisation to afford the desired five-membered ring pyrrolidinone structure. The reaction was performed in one pot, generating three contiguous stereocentres in a highly diastereoselective manner. The scope of the reaction was investigated by

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32

Cook, Andrew Simon. "Chiral porphyrazines and the asymmetric Baylis-Hillman reaction." Thesis, Imperial College London, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.286227.

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33

Clarke, Melanie-Rose. "New applications of the asymmetric Kharasch-Sosnovsky reaction." Thesis, University of Nottingham, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.410413.

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34

Nixon, Tracy Dawn. "Catalyst design for the asymmetric phospho-aldol reaction." Thesis, University of Leeds, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.424504.

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35

Lou, Samuel. "Stereochemical Control of Polyketides through Asymmetric Aldol Reaction." Master's thesis, Virginia Tech, 2000. http://hdl.handle.net/10919/37095.

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Polyketides are a group of complex natural products that can inhibit the growth of bacteria, viruses, fungi, and tumor cells. Most polyketides are very difficult to extract from bacteria. Therefore, numerous syntheses of polyketide-related synthons have been attempted. <p> However, controlling the stereochemistry of the polyketide poses the most challenging task for researchers. The aim of this report is to discuss control of the stereochemistry of the polyketide-related synthons in asymmetric aldol reactions. Several important methodologies for stereochemical control in the aldol reac

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36

Meninno, Sara. "Chiral organocatalysts mediated asymmetric oxyfunctionalization and tandem reaction." Doctoral thesis, Universita degli studi di Salerno, 2015. http://hdl.handle.net/10556/1757.

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2013 - 2014<br>Asymmetric organocatalysis is a new rapidly growing field whose huge potential is becoming more and more evident.This PhD project has been conceived and developed in the context of non-covalent organocatalysis. The aim of this work has been to design, plan and develop new organocatalytic methodologies for the synthesis of optically active, densely functionalized, organic molecules whose functional groups are susceptible to further manipulation. The target molecules represent important motifs present in many biologically active natural and non-natural substances. The catalysts

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37

Pelletier, Sophie Marie-Clémentine. "One-pot nitro-Mannich cascade reactions : new methodologies and synthetic applications." Thesis, University of Oxford, 2011. http://ora.ox.ac.uk/objects/uuid:283641bf-bb4e-48a8-8a28-2e048b8c4ea6.

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Pyrrolidine and pyrrolidinone rings are common motifs found in many biologically active natural products and drugs. Accordingly, our work focuses on the development of new methodologies for their one-pot synthesis. An efficient diastereoselective nitro-Mannich / lactamisation reaction cascade of methyl 3-nitropropanoate with cyclic and acyclic imines for the direct preparation of trans-monocyclic and fused tricyclic pyrrolidinone derivatives was developed. The reaction is easy to perform, broad in scope and tolerates a wide variety of functional groups. For the monocyclic methodology, 28 examp

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38

Pih, Steven Michael. "The Lewis acid catalysed nitro-mannich reaction : steps towards an enantioselective synthesis of vicinal diamines." Thesis, University of Nottingham, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.275957.

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39

Lee, Eun-ju. "The study of molecular assemblies formed via non-covalent interactions between calixarenes /." free to MU campus, to others for purchase, 2003. http://wwwlib.umi.com/cr/mo/fullcit?p1418042.

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40

Barber, David M. "The development of nitro-Mannich/hydroamination cascades for the synthesis of substituted N-heterocycles." Thesis, University of Oxford, 2013. http://ora.ox.ac.uk/objects/uuid:18e7c533-3789-4800-9813-1d5c7bb4e4ea.

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This thesis describes the development of nitro-Mannich/hydroamination cascade reactions for the synthesis of N-heterocycles, which are important motifs found in a variety of biologically active natural products and pharmaceuticals, such as atorvastatin (Lipitor®). Chapter 2 outlines the development of an efficient synthesis of 2,5-disubstituted pyrroles using a nitro-Mannich/hydroamination cascade. Starting from easily prepared N-protected imines and nitroalkyne substrates, a compatible combination of KOtBu (10 mol%) and AuCl3 (5 mol%) was used to afford the desired pyrrole products, after an

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41

Buskens, Pascal. "Bifunctional organocatalysis in the asymmetric Aza-Baylis-Hillman reaction." [S.l.] : [s.n.], 2006. http://deposit.ddb.de/cgi-bin/dokserv?idn=982524137.

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42

Cansell, Gemma. "Towards a general catalytic asymmetric bromination reaction of alkenes." Thesis, Imperial College London, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.414026.

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43

Wu, Huafeng. "Design and synthesis of novel chiral arsines for asymmetric wittig reactions and Pd-catalyzed asymmetric allylic alkylation and asymmetric heck reactions /." View abstract or full-text, 2004. http://library.ust.hk/cgi/db/thesis.pl?CHEM%202004%20WU.

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44

Segarra, González Anna María. "Catalytic asymmetric hydroboration reaction of alkenes. Recycling of a catalyst." Doctoral thesis, Universitat Rovira i Virgili, 2004. http://hdl.handle.net/10803/9073.

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de la tesi titulada: 'Catalytic asymmetric hydroboration reaction of alkenes recycling of a catalyst'.<br/><br/>Si ens preguntem per la importància de les molècules asimètriques és just reconèixer que el món és quiral. La majoria de compostos orgànics que pertanyen als aromes, cosmètics, fàrmacs, nutrients, perfums, pesticides i vitamines, són alguns exemples de productes que tenen els seus principis actius en molècules enantiomèricament pures. La síntesi asimètrica és l'eina que ens permet generar substàncies òpticament actives a partir de substrats de fàcil accessibilitat, mitjançant l'acció

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45

Bacchelli, Caterina. "An approach to an intramolecular organocatalysed asymmetric Friedel-Crafts reaction." Master's thesis, Alma Mater Studiorum - Università di Bologna, 2015. http://amslaurea.unibo.it/9293/.

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46

Netherton, Matthew Russell. "Asymmetric induction and reaction selectivity in solid state organic photochemistry." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2000. http://www.collectionscanada.ca/obj/s4/f2/dsk1/tape3/PQDD_0012/NQ61151.pdf.

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47

Fornalczyk, Michal. "The fluorinated asymmetric Reformatsky reaction with aromatic ketones and imines." Thesis, University of Leicester, 2011. http://hdl.handle.net/2381/10264.

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One of the most challenging topics in organofluorine chemistry is the asymmetric introduction of fluorine atoms, difluoromethylene and trifluoromethyl groups. Outstanding progress has been made in recent years, but further developments are necessary for chiral fluorinated molecules to be increasingly used in medicinal, agricultural and material chemistry. The enantioselective addition of the fluorinated Reformatsky reagent to aromatic aldehydes in the presence of chiral aminoalcohols to give α,α-difluoro-β-hydroxy esters in good enantiomeric excess is well established. However, the two step pr

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48

Mocquet, CeÌcile Magaly. "New bifunctional catalysts for the asymmetric Morita-Baylis-Hillman reaction." Thesis, University of Leeds, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.418232.

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49

Tempkin, Orin 1967. "New chiral catalyts for the asymmetric Mukaiyama-type aldol reaction." Thesis, Massachusetts Institute of Technology, 1994. http://hdl.handle.net/1721.1/17349.

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50

Quaranta, Michela. "Mechanistic study of asymmetric amplification in the Soai autocatalytic reaction." Thesis, Imperial College London, 2010. http://hdl.handle.net/10044/1/6202.

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Soai’s discovery of chiral amplification in the autocatalytic alkylation of pyrimidine-5-carbaldehyde with diisopropylzinc is one of the most noteworthy findings of the last decade of the 20th century. This is the first experimental confirmation of an early theoretical rationalisation of autocatalysis as a mechanism for the evolution of biological homochirality from a racemic environment (Frank, 1953). This thesis describes kinetic and spectroscopic investigations that were conducted with the aim of better understanding the mechanism under which chiral amplification is achieved in the Soai sys

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