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Dissertations / Theses on the topic 'Asymmetric synthesis. Lactones'

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1

Wright, Edward Andrew. "π-Allyltricarbonyliron lactones in asymmetric synthesis". Thesis, University of Cambridge, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.621938.

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2

Edwards, M. I. "Asymmetric synthesis of lignan lactones from meso compounds." Thesis, Swansea University, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.636768.

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The purpose of this research was to form (2S, 3R)-2,3bis(3,4-dimethoxybenzyl) butyrolactone. A brief review of the main classes of lignans, their biosynthesis, biological activity and clinical utility is given in the first chapter. The main chemical synthesis routes to such compounds are also provided covering the six most commonly used routes including the Stobbe condensation. An overview of the use of <I>meso</I> compounds for the production of chiral synthons and use of the '<I>meso</I> <I>trick</I>' to enhance yields during chiral induction to <I>meso</I> substrates are discussed in chapte
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3

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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4

Oh, Seongho. "Optimization and extensions of the nucleophile catalyzed aldol-lactonization (NCAL) process for bicyclic beta-lactone synthesis: applications to piperidine, pyrrolidine, and gamma-lactam-fused beta-lactones." Texas A&M University, 2003. http://hdl.handle.net/1969.1/3961.

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The intramolecular nucleophile catalyzed aldol-lactonization (NCAL) process was optimized successfully. A variety of C9-acylated cinchona alkaloids were synthesized and used for NCAL reactions with non-activated aldehydes. New pyridinium salts, derivatives of Mukaiyama’s reagent, led to marked improvements in efficiency for the catalytic, asymmetric NCAL process while maintaining high enantioselectivity. Larger scale versions of the catalytic, asymmetric NCAL reaction were also developed allowing practical access to chiral bicyclic b-lactones. As an extension of the intramolecular NCAL proces
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5

Soltani, Omid. "Photochemical preparations of salicylate/resorcylate esters/amides asymmetric synthesis of SCH 351448 /." Access to abstract only; dissertation is embargoed until after 5/16/2007, 2006. http://www4.utsouthwestern.edu/library/ETD/etdDetails.cfm?etdID=168.

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6

Rabiller, Christine. "Nouvelles voies de synthèse de lactones bioactives." Nancy 1, 1994. http://www.theses.fr/1994NAN10339.

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La synthèse enantiospécifique de lactones bioactives, inhibitrices d'une part de l'hmgcoa réductase, et d'autre part des lipases pancréatiques a été entreprise. Dans une première partie, l'accès facile et rapide à des composés de structure didesoxy-2-4-hexopyranose, chiron clé pour la synthèse d'inhibiteurs de la biosynthèse du cholestérol, a été réalisé par transformation stéréospécifique du 1,6-anhydro-beta-d-glucopyranose obtenu par pyrolyse dans de bonnes conditions qui ont été mises au point dans ce travail. Dans la deuxième partie, l'application des méthodes de création de liaison carbon
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7

Olabisi, Ayodele O. Wimalasena Kandatege. "The chemistry of L-ascorbic acid derivatives in the asymmetric synthesis of C2- and C3-substituted aldono-gamma-lactones." Diss., Access through your commercial service, 2005. http://il.proquest.com/products_umi/dissertations/.

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Thesis (Ph.D.)--Wichita State University, College of Liberal Arts and Sciences, Dept. of Chemistry.<br>"August 2005." Title from PDF title page (viewed on February 6, 2007). Thesis adviser: Kandatege Wimalasena. Includes bibliographic references (leaves 144-163).
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8

Otto, Andreas. "Ringtransformationen an chiralena-Alkylidenlactonen." Doctoral thesis, Humboldt-Universität zu Berlin, Mathematisch-Naturwissenschaftliche Fakultät I, 1999. http://dx.doi.org/10.18452/14473.

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Ziel dieser Arbeit ist die Synthese neuer optisch aktiver Hydroxyalkylheterocyclen durch Ringtransformationen von chiralen -Alkylidenlactonen. Hierzu wurden letztere gezielten Additionen von Binucleophilen, 1,3-dipolaren Cycloadditionen, Cupratadditionen und Epoxidierungsreaktionen unterworfen. Die erhaltenen Produkte konnten durch weitere gezielte Folgereaktionen, Spaltungen oder Reaktionen mit Nucleophilen zu interessanten enantiomerenreinen Hydroxyalkylheterocyclen umgesetzt werden. Eine Deutung der acyclischen Seitendifferenzierung gelang mit Hilfe des antiperiplanaren Effektes und des ins
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9

Hamze, Khalil. "Baeyer-Villiger monooxygenases d'Acinetobacter : réactions biocatalysées et dédoublements cinétiques dynamiques." Thesis, Aix-Marseille, 2014. http://www.theses.fr/2014AIXM4311/document.

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L'oxydation de Baeyer-Villiger (BV) par voie enzymatique est une méthode efficace pour obtenir de lactones sous forme énantiomériquement pure. Les Baeyer-Villiger Monooxygénases (BVMO) sont ainsi capables d'oxyder de nombreux substrats avec une stéréospécificité remarquable.Nous avons recherché de nouvelles enzymes dans le génome de deux souches appartenant au genre Acinetobacter, A. baylyi ADP1 et A. baumannii AYE. Six gènes ont été clonés dans E. coli. Leur profil de substrat a été étudié en utilisant des cellules entières de ce microorganisme recombinant comme biocatalyseur. Quatre enzymes
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10

David, Hamon Catherine. "Synthese asymetrique de lactones : application a la serie des acides meviniques, inhibiteurs de la biosynthese du cholesterol." Poitiers, 1988. http://www.theses.fr/1988POIT2203.

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La compactine et la mevinoline sont des inhibiteurs de l'hmg-coa reductase, enzyme qui transforme l'hmg-coa en acide mevalonique dans une des premieres etapes de la biosynthese du cholesterol. Ces inhibiteurs sont caracterises par un squelette decalinique lie a un systeme lactonique dont la presence est indispensable a l'activite biologique. La preparation d'analogues necessite de disposer d'un synthon chiral qui peut etre obtenu a partir d'un sucre de la serie d. Plusieurs methodes de desoxygenation en positions 2 et 4 a partir de sucres divers (glucose, mannose, galactose) ont ete etudiees.
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11

Aybey, Asuman. "Synthesis Of Chiral Lactones Via The Baeyer Villiger Oxidation Of Cyclic Aromatic Acetoxy Ketones Novel Annulation Reactions Of 2-propynyl-1,3-dicarbonyl Compounds To Form Pyrroles Addition Of Acyl Phosphonates To Diethyl Cyanophosphonate (depc)." Phd thesis, METU, 2008. http://etd.lib.metu.edu.tr/upload/3/12610293/index.pdf.

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Chiral Baeyer-Villiger (BV) oxidation of cyclic ketones allows rapid access to asymmetric lactones as valuable intermediates in organic chemistry and frequently encountered precursors in enantioselective synthesis. In the first part, BV oxidation of functionalized ketones, especially cyclic &amp<br>#61537<br>-hydroxy and acetoxy ketones is described which could be a straightforward route to the &amp<br>#61537<br>-hydroxy lactones and &amp<br>#61537<br>-hydroxyalkanoic acid derivatives. The &amp<br>#61537<br>-acetoxylation of indanone, tetralone and chromanone derivatives by using Mn(OAc)3 fol
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12

Hollowood, Christopher John. "π-allyltricarbonyliron lactone complexes in asymmetric synthesis". Thesis, University of Cambridge, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.620305.

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13

Cox, Liam Robert. "π-Allyltricarbonyliron lactone complexes in asymmetric synthesis". Thesis, University of Cambridge, 1997. https://www.repository.cam.ac.uk/handle/1810/275281.

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The thesis is divided into seven chapters. The first reviews methods of preparation of tricarbonyliron complexes of organic molecules, with particular emphasis on their synthesis in enantiomerically enriched form. Chapter two describes the use of these complexes in controlling the stereochemical outcome of reactions carried out on functional groups appended to the organic ligand. The third chapter describes methods of releasing the organic ligand in a stereoselective manner. Chapter four outlines an example of 1,5-induction of chirality in the diastereoselective allylation of ketone groups app
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14

Fernandez, Anne-Marie. "Préparation de γ-butyrolactones γ-alkylées optiquement pures à partir de l'acide L-tartrique. Application à la synthèse totale de la L-bioptérine". Rouen, 1996. http://www.theses.fr/1996ROUES025.

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Une nouvelle méthode pour la préparation de gamma-butyrolactones optiquement pures est proposée. Une stratégie de synthèse donnant accès à deux types de chirons carbonylés (cétones et aldéhyde) a permis le développement de deux réactions hautement stéréosélectives créant ainsi un troisième centre stéréogénique : la réduction des cétones, (2R, 3R)-2,3-dipivaloxy-4-oxo alcanoates de méthyle par le borohydure de sodium dans le méthanol mène aux alcools correspondants (4R), avec des ee>98%, précurseurs des (2R,3S,4R)-2,3-dipivaloxy-4-alkylbutyrolactones. L'addition d'organomagnésiens sur l'aldéhyd
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15

Harter, Jürgen. "π-allyltricarbonyliron lactone complexes : versatile tools for asymmetric synthesis". Thesis, University of Cambridge, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.603808.

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The opening chapter will give an introductory review of the chemistry of p-allyltricarbonyliron lactone complexes, in which their preparation and behaviour towards a variety of reagents is described. The utility of those complexes in organic synthesis to date will be outlined, with particular focus on controlling the stereochemical outcome of reactions carried out on functional groups appended to the organic ligand. In a further chapter, a synthetic route towards the total synthesis of the neutral product decarestrictine D will be described. Model studies will highlight the potential feasibili
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16

Hutt, Jean. "Synthese d'analogues de la vitamine d::(3) : synthese chirale de composes polyhydroxyles." Université Louis Pasteur (Strasbourg) (1971-2008), 1986. http://www.theses.fr/1986STR13326.

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La transformation de la cfarvone en quatre diastereoisomeres precurseurs du cycle a des dihydrovitamines et dihydrotachysterols est decrite dans la premiere partie. Par couplage d'un acetylure derive des cycles c/d de la vitamine d::(3) avec la cetone precurseur du cycle a, puis sa formation du systeme dienique a l'aide de titane a basse valence nous avons obtenu des dihydrotachysterols majoritairement. D'un autre cote, l'utilisation de sulfoxydes optiquement actifs dans l'intention de creer des centres hydroxyles chiraux et son application a la synthese du fragment polyhydroxyle de l'amphoter
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17

Chemla, Philippe. "Reactions diastereospecifiques de dienones fer-tricarbonyle : applications a la synthese d'alcools fonctionnalises optiquement purs." Université Louis Pasteur (Strasbourg) (1971-2008), 1988. http://www.theses.fr/1988STR13049.

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La methode de synthese utilisee permet d'acceder avec de bons rendements, a des composes de haute purete optique et de configuration donnee: alpha et gamma aldols et une delta -lactone fonctionnalisee en position 5. Des hydrocarbures optiquement actifs dont le centre asymetrique est eloigne de toute fonction, ont egalement ete synthetises par cette voie
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18

Pale, Patrick. "Synthese et reactivite d'epoxyalcools acetyleniques chiraux : application a la synthese de cyclopropanes et d'heterocycles fonctionnalises." Reims, 1988. http://www.theses.fr/1988REIMS012.

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19

TALAGA, PATRICE. "Synthese et activite biologique de tolerogenes potentiels." Université Louis Pasteur (Strasbourg) (1971-2008), 1989. http://www.theses.fr/1989STR13101.

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Essais d'induction de tolerance aux haptenes de type alpha-methylene gamma butyrolactones (amgbl) responsables de nombreuses allergies de contact. Synthese de differents tolerogenes potentiels hydrosolubles de la forme lactone-derives lysinyl et lactone-derives cysteinyl. Etude de l'induction asymetrique observee lors de l'addition de michael d'un dipeptide (voc-cys-ala-ome) a differentes amgbl. Observation d'un parallelisme entre cette induction asymetrique et l'enantioselectivite de la reponse immunitaire dans le phenomene de l'allergie croisee
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20

Azevedo, Mariangela Burgos Martins de. "Synthèse énantiosélective de (gamma)-butyrolactones : ()-méthylénolactocine, (-)-acide protolichestérinique, (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2 et (+)-antimycinone." Université Joseph Fourier (Grenoble ; 1971-2015), 1995. http://www.theses.fr/1995GRE10116.

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La cycloaddition du dichlorocetene avec des éthers d'enols chiraux conduit à des cyclobutanones fonctionnalisées avec une diastéréosélectivité élevée. Cette réaction est basée sur la différenciation des faces de la double liaison de l'oléfine chirale. Des intermédiaires de pureté enantiomerique élevée, comme les gamma-butyrolactones, sont obtenus à partir des cycloadduits. Au cours de ce travail, nous avons effectué les premières synthèses enantioselectives des produits naturels suivants: la (moins)-methylenolactocine et l'(moins)-acide protolichesterinique. Ces alpha-méthylène-gamma-butyrolac
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21

PETIT, YVES. "Synthese d'hydroxy-2 esters enantiomeriquement purs a partir d'amino-2 acide : etude stereochimique de l'addition 1,4 d'organometalliques sur des systemes insatures-2,3 hydroxy-4." Paris 6, 1987. http://www.theses.fr/1987PA066578.

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22

Davoren, Jennifer Elizabeth. "Studies towards the asymmetric total synthesis of solandelactone oxylipins: the total synthesis of solandelactone E." Thesis, 2006. http://hdl.handle.net/2152/2709.

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23

Morris, Kay A. "Applications of B-Lactones: Utility of Spiroepoxy-B-Lactones and Development of a Double Diastereoselective Nucleophile Catalyzed, Aldol-Lactonization Process Leading to !-Lactone Fused Carbocycles and Tetrahydrofurans." Thesis, 2010. http://hdl.handle.net/1969.1/ETD-TAMU-2010-08-8405.

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Natural products continue to inspire synthetic chemists to develop novel methodologies to provide efficient and expedient syntheses of the target molecules. Haterumalide NA aroused our interest and prompted development of four differing methodologies. Three of the strategies pursued involved use of B-lactone scaffolds as intermediates. Extensions of the nucleophile catalyzed, aldol-lactonization (NCAL) reaction were also pursued and targeted toward alternative natural product targets. The reactivity of the unexpectedly stable strained spirocycle, spiroepoxy-B- lactone, was explored. Spiroepoxy
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24

Dornan, Peter. "Transition Metal Catalysis: Construction of Chiral Lactones, Ketones, Sulfoxides and 6-deoxyerythronolide B." Thesis, 2013. http://hdl.handle.net/1807/35807.

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The products of organic synthesis affect countless aspects of our everyday lives, from our medicines to our fuels, plastics and more. The discovery of new methods for organic synthesis is of paramount importance if we are to find greener and more efficient ways to synthesize commodity and fine chemicals, and lower the impact of the chemical industry on our environment. The aim of my doctoral thesis is to discover fundamentally new enantioselective transformations using transition metal catalysis, which can be applied to the synthesis of pharmaceutical agents, natural products or other fine che
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25

Khan, Hasan. "Asymmetric Synthesis of Lactones and Lactams: Rhodium Catalysis in the Hydroacylation of Ketones and the Hydrogenation of Cyclic Dehydropeptides." Thesis, 2013. http://hdl.handle.net/1807/35862.

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Organic synthesis allows access complex materials in the context of fine chemicals, pharmaceuticals, and natural products, but many contemporary methods are wasteful – the focus is on the target rather than the process. Stoichiometric reagents, protecting groups, and multi-step processes are often involved to synthesize moieties such as chiral lactones and lactams, which are prevalent in biologically-relevant molecules like antibiotics (for example, the macrolides, typified by erythromycin) and cyclic peptides (such as cyclosporin and gramicidin). We have developed a rhodium-catalyzed lactoniz
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26

Olabisi, Ayodele O. "The chemistry of L-ascorbic acid derivatives in the asymmetric synthesis of C2- and C3-substituted aldono-gamma-lactones." Diss., 2005. http://hdl.handle.net/10057/540.

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The antioxidant and redox properties of L-ascorbic acid are closely associated with the electron rich 2, 3-enediol moiety of the molecule and therefore selective functionalization of the 2- and 3-OH groups is essential for the detailed structure-activity studies. Reactions of 5- and 6-OH protected ascorbic acid with electrophilic reagents exclusively produce the corresponding 3-O-alkylated products under mild basic conditions due to the high nucleophilicity of the C-3-OH. Based on the density functional theory (B3LYP) electron density calculations, a novel and general method was devised for th
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27

Jeong, Won Boo [Verfasser]. "Asymmetric methodologies for the construction of 5,7,5- and 6,6,6-tricyclic sesquiterpene lactones towards the synthesis of Arglabin / vorgelegt von Won Boo Jeong." 2007. http://d-nb.info/985286229/34.

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28

Hu, Chu Chen, and 胡聚成. "Intramolecular Cyclization of Tungsten Alkynyl Complexes and Bicyclic Lactones Asymmetry Synthesis." Thesis, 2001. http://ndltd.ncl.edu.tw/handle/94071570455283060763.

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