Relevant bibliographies by topics / Stereo- and regioselectivity

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Stereo- and regioselectivity'

Author: Grafiati
Published: 4 June 2021
Last updated: 12 February 2022

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Journal articles on the topic "Stereo- and regioselectivity"

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Goux, Catherine, Magali Massacret, Paul Lhoste, and Denis Sinou. "Stereo- and Regioselectivity in Palladium-Catalyzed Allylic Etherification." Organometallics 14, no. 10 (October 1995): 4585–93. http://dx.doi.org/10.1021/om00010a024.

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Cacchi, Sandro, Giancarlo Fabrizi, Andrea Fochetti, Francesca Ghirga, Antonella Goggiamani, and Antonia Iazzetti. "Stereo- and regioselective gold(i)-catalyzed hydroamination of 2-(arylethynyl)pyridines with anilines." Organic & Biomolecular Chemistry 17, no. 3 (2019): 527–32. http://dx.doi.org/10.1039/c8ob02356e.

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Okoromoba, Otome E., Zhou Li, Nicole Robertson, Mark S. Mashuta, Uenifer R. Couto, Cláudio F. Tormena, Bo Xu, and Gerald B. Hammond. "Achieving regio- and stereo-control in the fluorination of aziridines under acidic conditions." Chemical Communications 52, no. 91 (2016): 13353–56. http://dx.doi.org/10.1039/c6cc07855a.

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DMPU–HF demonstrates good reactivity and regioselectivity in conversion of aziridines into biologically important β-fluoroamines. The stereochemistry of aziridine-opening was found to be depend greatly on substitution pattern.
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GOUX, C., M. MASSACRET, P. LHOSTE, and D. SINOU. "ChemInform Abstract: Stereo- and Regioselectivity in Palladium-Catalyzed Allylic Etherification." ChemInform 27, no. 6 (August 12, 2010): no. http://dx.doi.org/10.1002/chin.199606127.

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Xiong, Yiwen, Ping Qian, Chenhui Cao, Haibo Mei, Jianlin Han, Guigen Li, and Yi Pan. "One-pot stereoselective synthesis of α,β-differentiated diamino esters via the sequence of aminochlorination, aziridination and intermolecular SN2 reaction." Beilstein Journal of Organic Chemistry 10 (August 7, 2014): 1802–7. http://dx.doi.org/10.3762/bjoc.10.189.

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We report here an efficient one-pot method for the synthesis of α,β-differentiated diamino esters directly from cinnamate esters using N,N-dichloro-p-toluenesulfonamide and benzylamine as nitrogen sources. The key transformations include a Cu-catalyzed aminohalogenation and aziridination, followed by an intermolecular SN2 nucleophilic ring opening by benzylamine. The reactions feature a wide scope of substrates and proceed with excellent stereo- and regioselectivity (anti:syn >99:1) .
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Di Pietro, Sebastiano, Vittorio Bordoni, Andrea Mezzetta, Cinzia Chiappe, Giovanni Signore, Lorenzo Guazzelli, and Valeria Di Bussolo. "Remarkable Effect of [Li(G4)]TFSI Solvate Ionic Liquid (SIL) on the Regio- and Stereoselective Ring Opening of α-Gluco Carbasugar 1,2-Epoxides." Molecules 24, no. 16 (August 14, 2019): 2946. http://dx.doi.org/10.3390/molecules24162946.

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Carba analogues of biologically relevant natural carbohydrates are promising structures for the development of future drugs endowed with enhanced hydrolytic stability. An open synthetic challenge in this field is the optimization of new methodologies for the stereo- and regioselective opening of α-gluco carbasugar 1,2-epoxides that allow for the preparation of pseudo mono- and disaccharides of great interest. Therefore, we investigated the effect of Lewis acids and solvate ionic liquids (SILs) on the epoxide ring opening of a model substrate. Of particular interest was the complete stereo- and regioselectivity, albeit limited to simple nucleophiles, toward the desired C(1) isomer that was observed using LiClO4. The results obtained with SILs were also remarkable. In particular, Li[NTf2]/tetraglyme ([Li(G4)]TFSI) was able to function as a Lewis acid and to direct the attack of the nucleophile preferentially at the pseudo anomeric position, even with a more complex and synthetically interesting nucleophile. The regioselectivity observed for LiClO4 and [Li(G4)]TFSI was tentatively ascribed to the formation of a bidentate chelating system, which changed the conformational equilibrium and ultimately permitted a trans-diaxial attack on C(1). To the best of our knowledge, we report here the first case in which SILs were successfully employed in a ring-opening process of epoxides.
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Ranu, Brindaban C., Laksmikanta Adak, and Subhash Banerjee. "Efficient regio- and stereo-selective cleavage of aziridines and epoxides using an ionic liquid as reagent and reaction medium." Canadian Journal of Chemistry 85, no. 5 (May 1, 2007): 366–71. http://dx.doi.org/10.1139/v07-040.

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Ionic liquids, containing a variety of functionalities such as halo, azido, and thiocyano, efficiently cleave aziridines and epoxides to the corresponding products in high yields. The cleavages are regio- and stereo-selective. The reactions are complete in 1 h at 60 °C and do not require any other catalyst or organic solvent. Thus, a convenient synthetic route to 1,2-haloamines, 1,2-azidoamines, 1,2-thiocyanoamines, 1,2-azidoalcohols, and 1,2-thiocyanoalcohols is developed.Key words: aziridine, epoxide, ionic liquid, cleavage, regioselectivity, stereoselectivity
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Lafuente, Leticia, María Florencia Rochetti, Rodolfo Bravo, Leandro Sasiambarrena, Cintia C. Santiago, and Agustín Ponzinibbio. "Cu-Fe Spinels: First Heterogeneous and Magnetically Recoverable Catalyst for the Ferrier Rearrangement of 2-Nitroglycals." Letters in Organic Chemistry 16, no. 6 (April 23, 2019): 447–53. http://dx.doi.org/10.2174/1570178615666181022145338.

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Cu-Fe spinels promoted the Ferrier rearrangement of 2-nitroglycals with several O-nucleophiles. 2,3-Unsaturated carbohydrate derivatives were prepared by the reaction of 3,4,6-tri-Oacetyl- 2-nitroglucal and alcohols in the presence of 5 % of CuFe2O4. After separation of the catalyst with an external magnet, the reaction products were obtained in good yields and high stereo and regioselectivity. Also, S- and heterocyclic C-3 substituted 2-nitro-endo-glycals could be prepared by this method.
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Gutman, Arie L., Marina Etinger, Gennady Nisnevich, and Felix Polyak. "Stereo- and regioselectivity in asymmetric synthesis of α-amino substituted benzocyclic compounds." Tetrahedron: Asymmetry 9, no. 24 (December 1998): 4369–79. http://dx.doi.org/10.1016/s0957-4166(98)00467-4.

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Bodnar, Paul M., Wylie S. Palmer, Brian H. Ridgway, Jared T. Shaw, Jacqueline H. Smitrovich, and K. A. Woerpel. "Stereo- and Regioselectivity of Reactions of Siliranes with Aldehydes and Related Substrates." Journal of Organic Chemistry 62, no. 14 (July 1997): 4737–45. http://dx.doi.org/10.1021/jo970263k.

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Dissertations / Theses on the topic "Stereo- and regioselectivity"

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Sugimoto, Hisashi. "Studies on Control of Stereo- and Regioselectivity in Conjugate Additions of Aldehydes Catalyzed by Axially Chiral Biaryl-Based Amines." 京都大学 (Kyoto University), 2015. http://hdl.handle.net/2433/199123.

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Lefebvre, Corentin. "TEPhI - Transfert d’électron et d’hydrogène photoinduit d’imines - Réactions radicalaires photoinduites." Thesis, Reims, 2019. http://www.theses.fr/2019REIMS036.

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Les réactions photochimiques, dans leur ensemble, présentent de nombreux avantages en synthèse organique. Le photon, considéré comme un réactif à part entière, permet de limiter l'utilisation de composés onéreux et/ou risqués à la manipulation et pour l'environnement. La photochimie organique s'inscrit alors dans les recommandations de la chimie durable.Trois des plus importants domaines de la photochimie organique sont étudiés dans cette thèse. Premièrement une réaction de transfert d'atome d'hydrogène photoinduit par absorption directe de l'énergie lumineuse est étudiée dans le cas des imines, fonction chimique peu étudiée dans les photoréactions. Une cyclisation radicalaire induit par ce transfert d'hydrogène est présentée dans le cas des pseudo-oxazolones. Deuxièmement, la catalyse photorédox, qui a participé à la renaissance de la photochimie est utilisée dans une réaction de transfert d'atome d'hydrogène impliquant la Lévoglucosénone, une molécule issue de la biomasse lignocellulosique. Les différents dérivés obtenus peuvent être asujettis à des réactions futures et des applications dans des domaines variés de la chimie. Enfin, la photooxygénation du furfural, elle aussi molécule issue de la biomasse est étudiée dans la conception de colorants polyméthines, ces derniers ayant de vastes utilisations dans les domaines de la physico-chimie
Photochemical reactions, as a whole, display numerous benefits in organic synthesis. The photon, considered as a complete reagent, enables to lessen the use of expensive and/or hazardous compounds to handle and for the environment. Thus, organic photochemistry forms part of sustainable chemistry recommandations.Three of the most important fields in organic photochemistry are studied in this thesis. Firstly, photoinduced hydrogen atom transfer via direct absorption of light energy is presented in the case of imine moiety, a chemical function whose few studies have been done to date. A radical intramolecular cyclisation induced by a hydrogen atom transfer is introduced in the case of pseudo-oxazolone structures. Secondly, photoredox catalysis, involved in the revival of photochemistry, is used to make a hydrogen atom transfer engaging Levoglucosenone, a molecule coming from lignocellulosic biomass. Derivatives of this latter obtained from photoreactions could be subjected to further reactions and applications in various areas of chemistry. In closing, photooxygenation of furfural, a molecule also issued from biomass is studied to design polymethine dyes, these latter having extensive uses in the fields of physico-chemistry
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Huang, Chung-wei, and 黃宗煒. "Stereo- and Regioselectivity in Palladium-Catalyzed Allylic Amination by Direct Use of Allyl Alcohols." Thesis, 1999. http://ndltd.ncl.edu.tw/handle/92697331666380599815.

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碩士
高雄醫學院
藥學研究所
87
Allylic amines are an important class of compounds not only their utility as intermediate in organic synthesis but also because of their physiological properties and their presence in several natural products. Allylation of carbon-, nitrogen-, and oxygen-nucleophiles catalyzed by palladium complexes has been widely applied to organic synthesis. There have been only limited and sporadic reports dealing with the direct cleavage of the C-O bond in allyl alcohols on interaction with a transition metal complex. Precedents of successful applications of a process using allyl alcohols directly to catalytic processes are even more limited. During the course of our studies on the formation of the carbon-nitrogen bond via the O-amination of allyl alcohols in the presence of palladium(0) complexes, we found that the use of anilines as the nucleophiles was a very simple and valuable synthetic route to N-allylanilines. The alkoxides appear to enhance the reactivity of allyl alcohols toward palladium(0) species. We considered that, when anilines are employed as nucleophiles for thereaction, a convenient method to prepare N-allylanilines could be realized; the anilines are useful compounds in organic synthesis. We have examined the reaction of allyl alcohols with anilines in the presence of a palladium catalyst and titanium(IV) isopropoxide. This result prompted us to study in detail the direct use of allyl alcohols with anilines in the presence of a palladium catalyst and titanium(IV) isopropoxide in order to understand the main factors affecting the regio- and stereocontrol of the reaction; this is important for practical synthetic applications and also for gaining more insight into the mechanism.
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Gaikwad, Nilesh W. "Chemical Basis For Pulegone Mediated Hepatotoxicity : a) Role Of Stereo- And Regioselectivity b) Contribution Of Piperitenone c) A New Route For Formation Of p-Cresol d) A Key Step In The Biogenesis Of Lower Furanoterpenoids." Thesis, 1999. http://etd.iisc.ernet.in/handle/2005/1608.

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Book chapters on the topic "Stereo- and regioselectivity"

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"Selected Examples of Directed Evolution of Enzymes with Emphasis on Stereo- and Regioselectivity, Substrate Scope, and/or Activity." In Directed Evolution of Selective Enzymes, 167–203. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2016. http://dx.doi.org/10.1002/9783527655465.ch5.

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Taber, Douglass F. "Flow Chemistry: The Direct Production of Drug Metabolites." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0016.

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Several overviews of flow chemistry appeared recently. Katherine S. Elvira and Andrew J. deMello of ETH Zürich wrote (Nature Chem. 2013, 5, 905) on micro­fluidic reactor technology. D. Tyler McQuade of Florida State University and the Max Planck Institute Mühlenberg reviewed (J. Org. Chem. 2013, 78, 6384) applications and equipment. Jun-ichi Yoshida of Kyoto University focused (Chem. Commun. 2013, 49, 9896) on transformations that cannot be effected under batch condi­tions. Detlev Belder of the Universität Leipzig reported (Chem. Commun. 2013, 49, 11644) flow reactions coupled to subsequent micropreparative separations. Leroy Cronin of the University of Glasgow described (Chem. Sci. 2013, 4, 3099) combin­ing 3D printing of an apparatus and liquid handling for convenient chemical synthe­sis and purification. Many of the reactions of organic synthesis have now been adapted to flow con­ditions. We will highlight those transformations that incorporate particularly useful features. One of those is convenient handling of gaseous reagents. C. Oliver Kappe of the Karl-Franzens-University Graz generated (Angew. Chem. Int. Ed. 2013, 52, 10241) diimide in situ to reduce 1 to 2. David J. Cole-Hamilton immobilized (Angew. Chem. Int. Ed. 2013, 52, 9805) Ru DuPHOS on a heteropoly acid support, allowing the flow hydrogenation of neat 3 to 4 in high ee. Steven V. Ley of the University of Cambridge added (Org. Process Res. Dev. 2013, 17, 1183) ammonia to 5 to give the thiourea 6. Alain Favre-Réguillon of the Conservatoire National des Arts et Métiers used (Org. Lett. 2013, 15, 5978) oxygen to directly oxidize the aldehyde 7 to the car­boxylic acid 8. Professor Kappe showed (J. Org. Chem. 2013, 78, 10567) that supercritical ace­tonitrile directly converted an acid 9 to the nitrile 10. Hisao Yoshida of Nagoya University added (Chem. Commun. 2013, 49, 3793) acetonitrile to nitrobenzene 11 to give the para isomer 12 with high regioselectively. Kristin E. Price of Pfizer Groton coupled (Org. Lett. 2013, 15, 4342) 13 to 14 to give 15 with very low loading of the Pd catalyst. Andrew Livingston of Imperial College demonstrated (Org. Process Res. Dev. 2013, 17, 967) the utility of nanofiltration under flow conditions to minimize Pd levels in a Heck product.
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Conference papers on the topic "Stereo- and regioselectivity"

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Fabian, Walter, Romina Brasca, Maria Kneeteman, and Pedro Mancini. "REACTIVITY, STEREO- AND REGIOSELECTIVITY OF DIELS-ALDER REACTIONS BETWEEN FIVE-MEMBERED HETEROCYCLES AND DANISHEFSKY'S DIENE." In The 17th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2013. http://dx.doi.org/10.3390/ecsoc-17-e002.

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