Relevant bibliographies by topics / Epoxide ring opening by amines

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Academic literature on the topic 'Epoxide ring opening by amines'

Author: Grafiati
Published: 9 March 2023
Last updated: 31 July 2025

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Journal articles on the topic "Epoxide ring opening by amines"

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Devkate, Santosh S., Arvind S. Burungale, Ashok S. Pise та Sunil D. Jadhav. "Active Copper Catalyzed Regioselective Ring Opening of Epoxides by Heterocyclic Amines: An Efficient Protocol for Synthesis of β-Amino Alcohols". Asian Journal of Organic & Medicinal Chemistry 4, № 3 (2019): 194–99. http://dx.doi.org/10.14233/ajomc.2019.ajomc-p213.

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The regioselective epoxide ring opening at less substituted carbon atom of epoxide were reported by nucleophiles like heterocyclic amines which gives well known 1,2-difunctionalized amino alcohols. These are present in many synthetic as well as natural products. The ring opening of epoxide is achieved by cleavage with amines in presence of copper(0) as a catalyst. It is observed that the lithium napthalenide reduction of copper(I) produces a highly reactive form of copper(0) that acts as a catalyst for ring opening of epoxides with an amine.
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Larin, Evgeni A., Valeri S. Kochubei, and Yuri M. Atroshchenko. "Regio- and stereoselective synthesis of new diaminocyclopentanols." Beilstein Journal of Organic Chemistry 10 (October 28, 2014): 2513–20. http://dx.doi.org/10.3762/bjoc.10.262.

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The optimal conditions for regio- and stereoselective epoxide ring opening of N,N-disubstituted 1,2-epoxy-3-aminocyclopentanes by different nucleophilic reagents have been developed. The substituents on the nitrogen atom in the epoxide precursor and the orientation of the oxirane ring are crucial for the reaction outcome. Thus, treatment of (1RS,2SR,3SR)-1,2-epoxy-3-(N,N-dibenzylamino)cyclopentane (3b) with amines gave a mixture of C1 and C2 regioadducts, while the use of (1RS,2SR,3SR)-1,2-epoxy-3-(N-benzyl-N-methylamino)cyclopentane (3a) led ultimately to C1 adducts. Base-catalyzed aminolysis
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Azizi, Najmodin, та Mohammad R. Saidi. "Solid lithium perchlorate as a powerful catalyst for the synthesis of β-aminoalcohols under solvent-free conditions". Canadian Journal of Chemistry 83, № 5 (2005): 505–7. http://dx.doi.org/10.1139/v05-062.

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Lithium perchlorate catalyzed the ring opening of epoxides with amines to provide the corresponding β-aminoalcohols in excellent yields with high regioselectivity. The reaction proceeds rapidly under mild and neutral conditions and worked well with primary, secondary, aliphatic, aromatic, and hindered amines in short times at room temperature, in the absence of solvent.Key words: epoxide, lithium perchlorate, β-aminoalcohols, solvent-free.
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Hosseini-Sarvari, Mona. "Synthesis of β-amino alcohols using MgO as a new catalyst under solvent-free conditions". Canadian Journal of Chemistry 86, № 1 (2008): 65–71. http://dx.doi.org/10.1139/v07-135.

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MgO catalyzed efficiently the ring opening of epoxides with a range of aromatic and aliphatic amines to produce β-substituted alcohols in high yields under solvent-free conditions. Exclusive trans stereoselectivity is observed for cyclic epoxide.Key words: MgO, β-amino alcohols, solvent-free, epoxide, amine.
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Acocella, M. R., C. Esposito Corcione, A. Giuri, M. Maggio, A. Maffezzoli, and G. Guerra. "Graphene oxide as a catalyst for ring opening reactions in amine crosslinking of epoxy resins." RSC Advances 6, no. 28 (2016): 23858–65. http://dx.doi.org/10.1039/c6ra00485g.

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Weidlich, Tomáš, and Barbora Kamenická. "Utilization of CO2-Available Organocatalysts for Reactions with Industrially Important Epoxides." Catalysts 12, no. 3 (2022): 298. http://dx.doi.org/10.3390/catal12030298.

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Recent knowledge in chemistry has enabled the material utilization of greenhouse gas (CO2) for the production of organic carbonates using mild reaction conditions. Organic carbonates, especially cyclic carbonates, are applicable as green solvents, electrolytes in batteries, feedstock for fine chemicals and monomers for polycarbonate production. This review summarizes new developments in the ring opening of epoxides with subsequent CO2-based formation of cyclic carbonates. The review highlights recent and major developments for sustainable CO2 conversion from 2000 to the end of 2021 abstracted
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Laayati, Mouhsine, Ali Hasnaoui, Nayad Abdallah, et al. "M-Type SrFe12O19 Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions." Journal of Chemistry 2020 (July 11, 2020): 1–10. http://dx.doi.org/10.1155/2020/7960648.

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Magnetically separable strontium hexaferrite SrFe12O19 was prepared using the chemical coprecipitation method, and the nanostructured material was characterized by X-ray diffraction, scanning electron microscopy (SEM), energy-dispersive spectrometry (EDS), and BET analysis. The SEM images showed the homogeneity of the chemical composition of SrFe12O19 and uniform distribution of size and morphology. The pore size of the nanomaterial and its specific area were determined by BET measurements. Strontium hexaferrite SrFe12O19 exhibited a strong magnetic field, which is highly suitable in the heter
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Kumar, S. Ramesh, and P. Leelavathi. "Cadmium chloride-catalyzed regioselective opening of oxiranes with aromatic amines — An improved protocol for the synthesis of 2-amino alcohols." Canadian Journal of Chemistry 85, no. 1 (2007): 37–41. http://dx.doi.org/10.1139/v06-186.

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Epoxides undergo rapid CdCl2-catalyzed ring-opening reaction with aromatic amines in mild reaction conditions (room temperature), affording the corresponding 2-amino alcohols with high regioselectivity.Key words: epoxides, aromatic amines, cadmium chloride, 2-amino alcohols.
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Laayati, Mouhsine, Ayoub Abdelkader Mekkaoui, Lahcen Fkhar, et al. "Synergistic effect of GO/SrFe12O19 as magnetic hybrid nanocatalyst for regioselective ring-opening of epoxides with amines under eco-friendly conditions." RSC Advances 12, no. 18 (2022): 11139–54. http://dx.doi.org/10.1039/d2ra00984f.

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Highly efficient magnetically separable hybrid GO/SrFe12O19 nanocomposite was synthesized, as catalyst for epoxide ring-opening, via dispersing M-type strontium hexaferrite (SrFe12O19) on graphene oxide (GO) sheets.
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Rani, Poonam, and Rajendra Srivastava. "Nucleophilic addition of amines, alcohols, and thiophenol with epoxide/olefin using highly efficient zirconium metal organic framework heterogeneous catalyst." RSC Advances 5, no. 36 (2015): 28270–80. http://dx.doi.org/10.1039/c5ra00921a.

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Dissertations / Theses on the topic "Epoxide ring opening by amines"

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Miceli, Claudia. "Aminotriphenolate complexes for effective epoxide activation." Doctoral thesis, Università degli studi di Padova, 2017. http://hdl.handle.net/11577/3424731.

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This thesis focuses on the synthesis of vanadium(V) and molybdnenum(VI) aminotriphenolate complexes VO(Ld,h,q,r), MoO(Lc)(TU), MoO(Lc)(U), Al(Lq,r,s)(DMF) and their use in activation of epoxides in ring opening reactions by amines and CO2 cycloadditions. Triphenolamines have been chosen as ligands because of their high versatility in metal complexation and the possibility of functionalization. Indeed, it will be pointed out that according to the metal employed and the different ligand substitutions, aminotriphenolate complexes exert a preferential activity towards a specific reaction or substr
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Deshpande, Nitish. "Catalytic Material Design: Design Factors Affecting Catalyst Performance for Biomass and FineChemical Applications." The Ohio State University, 2018. http://rave.ohiolink.edu/etdc/view?acc_num=osu154273906480973.

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Green, Dale. "A probabilistic approach to reaction coordinate and rate constant modeling applied to epoxide ring-opening reactions." Kansas State University, 2012. http://hdl.handle.net/2097/15085.

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Master of Science<br>Department of Chemical Engineering<br>Keith Hohn<br>The study will utilize a probabilistic reaction modeling method for ring-opening reactions of epoxide. In particular, to elucidate the reaction mechanism by the methods presented, focus will be placed on the nucleophillic attack of ethylene oxide by ammonia and its anion. This focus was chosen because of the potential to gain significant advantage in computational intensity required to model the epoxy-amino macromolecular curing reactions and resulting thermochemical and physical properties of the cured resin. The method
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Townsend, Michael Arthur Edward. "A Computational Investigation of the Biosynthesis of Lanosterol." Thesis, University of Canterbury. Chemistry, 2006. http://hdl.handle.net/10092/1329.

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The biosynthesis of the steroid precursor molecule lanosterol is a remarkable process in which the enzyme-bound substrate 2,3-S-oxidosqualene forms four new carbocyclic rings by a cascade of cation-alkene addition reactions, followed by a series of 1,2-methyl and hydride shifts. The work presented in this thesis is a computational study of the reactions of compounds designed to model the oxidosqualene-lanosterol cyclisation in order to establish details of the mechanism of this amazing cyclisation. The initiation of oxidosqualene cyclisation has been modelled by the intermolecular reaction of
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Karadka, Shankara Girish [Verfasser], and Michael [Akademischer Betreuer] Grunze. "Sulfur containing biologically responsive polymers synthesized via thiol-yne/ene and thiol-epoxide ring opening polymerization / Girish Karadka Shankara ; Betreuer: Michael Grunze." Heidelberg : Universitätsbibliothek Heidelberg, 2017. http://d-nb.info/1180985354/34.

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Drese, Jeffrey Hayden. "The design, synthesis, and characterization of aminosilica adsorbents for CO2 capture from dilute sources." Diss., Georgia Institute of Technology, 2010. http://hdl.handle.net/1853/42829.

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The use of novel hyperbranched aminosilica (HAS) materials created through the ring-opening polymerization of aziridine from mesoporous silica supports was proposed for the adsorption of CO2 from dilute sources. The limits of the adsorptive performance of these adsorbents were investigated via the preparation of sets of materials with a range of aminopolymer loadings on several different silica supports with different pore space characteristics. Relationships were determined between the materials' amine loadings and the CO2 adsorption performance. Adsorbents with substantial remaining pore vol
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Grimm, Michelle L. "Development of New N-Cyclopropyl Based Electron Transfer Probes for Cytochrome P-450 and Monoamine Oxidase Catalyzed Reactions." Diss., Virginia Tech, 2011. http://hdl.handle.net/10919/37919.

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The recent upsurge of degenerative diseases believed to be the result of oxidative stress has sparked an increased interest in utilizing the fundamental principles of physical organic chemistry to understand biological problems. Enzyme pathways can pose several experimental complications due to their complexity, therefore the small molecule probe approach can be utilized in an attempt understand the more complex enzyme mechanisms. The work described in this dissertation focuses on the use of N-cyclopropyl amines that have been used as probes to study the mechanism of monoamine oxidase (MAO) a
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Thevenon, Arnaud. "Homogeneous catalysts for the synthesis of oxygenated polymers." Thesis, University of Oxford, 2017. https://ora.ox.ac.uk/objects/uuid:25c312d1-11c9-4180-a62d-b87a41f521c0.

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This thesis describes the synthesis and characterisation of novel mono and dinuclear homogenous [Zn(II)] and [In(III)] metal complexes. Their applications as catalysts for CO<sub>2</sub>/epoxide or epoxide/anhydride ring opening copolymerisation and lactide ring opening polymerisation to generate polycarbonates and polyesters, respectively, are also reported. Chapter 3 reports the first indium phosphasalen catalysts for CO<sub>2</sub>/cyclohexene oxide ring opening copolymerization. The catalysts are active at 1 bar pressure of CO<sub>2</sub> and are most effective without any co-catalyst. It
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Long, Wei. "Designing immobilized catalysts for chemical transformations: new platforms to tune the accessibility of active sites." Diss., Georgia Institute of Technology, 2012. http://hdl.handle.net/1853/49017.

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Chemical catalysts are divided into two traditional categories: homogeneous and heterogeneous catalysts. Although homogeneous (molecular) catalysts tend to have high activity and selectivity, their wide application is hampered by the difficulties in catalyst separation. In contrast, the vast majority of industrial scale catalysts are heterogeneous catalysts based on solid materials. Immobilized catalysts, combining the advantages of homogeneous and heterogeneous catalysts, have developed into an important field in catalysis research. This dissertation presents synthesis, characterization and e
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Parulkar, Aamena. "Developing Synthesis and Characterization Methods for Enhancing Material Performance." The Ohio State University, 2018. http://rave.ohiolink.edu/etdc/view?acc_num=osu1542739064703435.

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Books on the topic "Epoxide ring opening by amines"

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B, Little Stephen, and United States. Environmental Protection Agency., eds. Epoxide ring opening and related reactivities of cyclopenta polycyclic aromatic hydrocarbons: Quantum mechanical studies. U.S. Environmental Protection Agency, 1992.

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Book chapters on the topic "Epoxide ring opening by amines"

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Nielsen, Lars P. C., and Eric N. Jacobsen. "Catalytic Asymmetric Epoxide Ring-opening Chemistry." In Aziridines and Epoxides in Organic Synthesis. Wiley-VCH Verlag GmbH & Co. KGaA, 2006. http://dx.doi.org/10.1002/3527607862.ch7.

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Asandei, Alexandru D., Isaac W. Moran, Gobinda Saha, and Yanhui Chen. "Ti-Catalyzed Living Radical Polymerization of Styrene Initiated by Epoxide Radical Ring Opening." In ACS Symposium Series. American Chemical Society, 2006. http://dx.doi.org/10.1021/bk-2006-0944.ch010.

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Asandei, Alexandru D., Christopher P. Simpson, Hyun S. Yu, Olumide I. Adebolu, Gobinda Saha, and Yanhui Chen. "Cp2TiCl-Mediated Controlled Radical Polymerization of Isoprene Initiated by Epoxide Radical Ring Opening." In ACS Symposium Series. American Chemical Society, 2009. http://dx.doi.org/10.1021/bk-2009-1024.ch010.

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Uwamori, Masahiro, Ryunosuke Osada, Ryoji Sugiyama, et al. "Overcoming Difficulties in Total Synthesis of (+)-Cotylenin A." In Modern Natural Product Synthesis. Springer Nature Singapore, 2024. http://dx.doi.org/10.1007/978-981-97-1619-7_11.

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AbstractThe total synthesis of the natural product cotelynin A, which exhibits promising anti-cancer activity, is urgently required, as its source, Cladosporium sp. 501-7W, has lost its proliferative ability. Herein, we report the first total synthesis of cotelynin A. Contiguous asymmetric carbons at the C8 and C9 positions in the B-ring of the aglycon moiety of cotylenin A are difficult to construct after the formation of the B-ring via pinacol coupling. The revised synthesis of the aglycon moiety involved the alkenylation of a methyl ketone to construct the B-ring; for this convergent synthe
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Ogawa, C., and S. Kobayashi. "Epoxide Ring Opening with Amines." In Water in Organic Synthesis. Georg Thieme Verlag KG, 2012. http://dx.doi.org/10.1055/sos-sd-206-00430.

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Loh, T. P. "Epoxide Ring Opening with Aromatic Amines." In Compounds of Groups 13 and 2 (Al, Ga, In, Tl, Be...Ba). Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-007-00352.

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Ogawa, C., and S. Kobayashi. "Noncatalyzed Epoxide Ring Opening with Amines in Water." In Water in Organic Synthesis. Georg Thieme Verlag KG, 2012. http://dx.doi.org/10.1055/sos-sd-206-00431.

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Okuyama, Tadashi, and Howard Maskill. "Reactions of Alcohols, Ethers, Thiols, Sulfides, and Amines." In Organic Chemistry. Oxford University Press, 2013. http://dx.doi.org/10.1093/hesc/9780199693276.003.00014.

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This chapter examines the principal methods of preparation of alcohols. It emphasizes that the characteristic properties of alcohols originate in the hydroxy group. Protonation of the O in alcohols and ethers converts poor leaving groups, HO− and RO−, into good ones, H2O and ROH. The chapter then reveals that this enhancement of reactivity by protonation is another example of acid catalysis. The chapter also covers other examples such as acid-catalysed nucleophilic substitution and elimination reactions. In these reactions, R–OH2+ and R–O(H)R+ are comparable with haloalkanes. The chapter also
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Taber, Douglass F. "The Magnus Synthesis of ( ± )-Codeine." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0088.

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Although there have been many synthetic approaches to morphine and its methyl ether codeine 3, the pentacyclic structure of these Papaver alkaloids continues to intrigue organic chemists. Philip Magnus of the University of Texas devised (J. Am. Chem. Soc . 2009, 131, 16045) an elegant route to 3 based on the conversion of 1 to 2 by way of an intramolecular Michael addition. The starting point for the synthesis was the commercial bromoaldehyde 4. Coupling with 5 delivered the substituted biphenyl 6, which was carried on to the mixed bromo acetal 8. On exposure to fluoride ion, 8 was desilylated
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Nativi, C., and S. Roelens. "Epoxide Ring Opening." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00607.

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Conference papers on the topic "Epoxide ring opening by amines"

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Seijas, Julio, M. Vázquez-Tato, José Crecente-Campo, Lucía Gil-López, and Ismael Roca. "Solvent-free ring opening of e-caprolactone with amines assisted by microwave irradiation." In The 11th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2007. http://dx.doi.org/10.3390/ecsoc-11-01353.

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Bilan, Dmitri, Sergiu Cojocari, Vsevolod Pogrebnoi, Natalia Sucman, and Fliur Macaev. "The opening of dehydropregnenolone epoxide leading to the non-saturated skeletal rearrangement product." In Scientific seminar with international participation "New frontiers in natural product chemistry". Institute of Chemistry, Republic of Moldova, 2023. http://dx.doi.org/10.19261/nfnpc.2023.ab23.

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This report presents a compound that emerges as a product of the skeletal rearrangement following the opening of dehydropregnenolone epoxide (Figure 1). The opening of the epoxy cycle in dehydropregnenolone epoxide 1 in the presence of hydrochloric acid leads to the formation of two chromatographically inseparable diastereomers 2 and 3 (Figure 1).Figure 1. Scheme of the formation of diastereomers 2 and 3 In the literature, there is an example of the epoxide opening in absolute methanol. Thus, according to Girdhar et al [1], the reaction of compound 1 with dry HCl in dry MeOH at low temperature
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