Relevant bibliographies by topics / Epoxide ring opening with alcohols

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

Academic literature on the topic 'Epoxide ring opening with alcohols'

Author: Grafiati
Published: 4 June 2021
Last updated: 1 February 2022

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Journal articles on the topic "Epoxide ring opening with alcohols"

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Jamieson, Megan, Nicola Brant, Margaret Brimble, and Daniel Furkert. "Remarkable Influence of Cobalt Catalysis on Epoxide Ring-Opening with Sulfoxonium Ylides." Synthesis 49, no. 17 (2017): 3952–56. http://dx.doi.org/10.1055/s-0036-1588814.

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Cobalt demonstrates a remarkable ability to catalytically divert the course of epoxide to oxetane ring expansion via reaction with a sulfoxonium ylide. An expanded survey of transition-metal catalysts has confirmed that cobalt salts uniquely instead deliver homoallylic alcohol products from epoxides, with retention of the original epoxide stereochemistry. The reaction is an unusual example of cobalt-catalysed epoxide­ ring-opening by a carbon nucleophile. A tandem Corey–Chaykovsky/epoxide olefination sequence giving homoallylic alcohols from aldehydes is further demonstrated along with prelimi
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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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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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Terblans, Yvette M., Johannes J. Huyser, Michelle Huyser, Michael J. Green, Desmond A. Young, and Mike S. Sibiya. "Aluminium triflate as catalyst for epoxide ring-opening and esterification reactions — Mechanistic aspects." Canadian Journal of Chemistry 83, no. 6-7 (2005): 854–61. http://dx.doi.org/10.1139/v05-098.

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Al(CF3SO3)3 is a highly effective catalyst for the ring opening of epoxides with methanol, as well as for the esterification of carboxylic acids with alcohols. Factors that influence the rate of the ring opening of butene oxide with methanol and the esterification of acetic acid with n-propanol and ethanol were investigated. It was found that low concentrations (e.g., ~5 ppm) of Al(CF3SO3)3 catalyze the ring-opening reactions, whereas considerably higher concentrations are required for esterification reactions. Molecular modeling studies suggest that these differences can be rationalized in te
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Janssen, D. B., M. Majerić-Elenkov, G. Hasnaoui, B. Hauer, and J. H. Lutje Spelberg. "Enantioselective formation and ring-opening of epoxides catalysed by halohydrin dehalogenases." Biochemical Society Transactions 34, no. 2 (2006): 291–95. http://dx.doi.org/10.1042/bst0340291.

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Halohydrin dehalogenases catalyse the conversion of vicinal halohydrins into their corresponding epoxides, while releasing halide ions. They can be found in several bacteria that use halogenated alcohols or compounds that are degraded via halohydrins as a carbon source for growth. Biochemical and structural studies have shown that halohydrin dehalogenases are evolutionarily and mechanistically related to enzymes of the SDR (short-chain dehydrogenase/reductase) superfamily. In the reverse reaction, which is epoxide-ring opening, different nucleophiles can be accepted, including azide, nitrite a
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Brimble, MA, DD Rowan та JA Spicer. "Synthesis of Conjugated Trienes and Related Oxidation Products of α-Farnesene". Australian Journal of Chemistry 47, № 11 (1994): 1979. http://dx.doi.org/10.1071/ch9941979.

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The synthesis of conjugated trienes and related oxidation products of α- farnesene (1), principally from the epoxides of α- farnesene (1), is reported. Base-promoted ring opening of 6,7-epoxide (4) by KOBut/LiNPri2 affords the conjugated triene (2), whilst the 3,4-epoxide (5) affords trienol (7). In contrast, 10,11-epoxide (6) fails to undergo epoxide ring opening; it rearranges to the conjugated triene epoxide (8). Base-promoted ring opening of bisepoxide (9) afforded trienol epoxide (11) at -30°C, whilst cyclization to tetrahydrofurans (10a,b) occurred at room temperature. Photosensitized ox
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Zolfigol, Mohammad Ali, Ahmad Reza Moosavi-Zare, Mahmoud Zarei та ін. "Synthesis of β-phthalimido-alcohols via regioselective ring opening of epoxide by using reusable basic magnetic nano particles and their biological investigation". RSC Advances 6, № 67 (2016): 62460–66. http://dx.doi.org/10.1039/c6ra07660b.

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Velgová, Helena, та Jaroslav Zajíček. "Reaction of 3,4a-disubstituted 4,4-dimethyl-5,6β-epoxy-A-homo-5β-cholestane derivatives with reducing agents". Collection of Czechoslovak Chemical Communications 50, № 11 (1985): 2457–70. http://dx.doi.org/10.1135/cccc19852457.

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Reaction of all stereoisomeric 3-acetoxy-4,4-dimethyl-5,6β-epoxy-A-homo-5β-cholestan-4a-ols I-IV with lithium aluminium hydride and reduction of 3-acetoxy-4,4-dimethyl-5,6β-epoxy-A-homo-5β-cholestan-4a-ones XXII and XXIII with sodium borohydride were studied. It was found that reductive opening of the 5β,6β-epoxide ring occured only in the case of the derivatives III and IV due to 5(O)n participation of the 3α-oxygen-containing substituent under formation of the transannular 3α,5α-epoxides VIII and IX, resp. On reduction of the 4a-keto epoxides XXII and XXIII with sodium borohydride the trans-
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Meany, Fiach B., Sarah O’Rourke, and Paul V. Murphy. "1-Tosyl-6-vinyl-4,5,6,7-tetrahydro-1H-benzo [d] imidazole-2-amine." Molbank 2021, no. 3 (2021): M1262. http://dx.doi.org/10.3390/m1262.

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The alkene functionalised 2-aminobenzimidazole ring found in terrazoanthine natural products was synthesized in 3 steps from 1,2-epoxy-4-vinylcyclohexane via epoxide ring opening with toluenesulphonamide yielding 2 regioisomeric, separable amino alcohols. One isomer was oxidized to the corresponding ketone and subsequently condensed with cyanamide to furnish the title compound, which was characterized by 1H-NMR and 13C-NMR spectroscopy.
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Provatas, Anthony A., Gary A. Epling, James D. Stuart, and Aliaksandr Yeudakimau. "Regioselective Dye-Induced Photocleavage of Epoxides as an Alternative Mild Synthetic Route to a Targeted Alcohol Functionality." Australian Journal of Chemistry 68, no. 3 (2015): 500. http://dx.doi.org/10.1071/ch14327.

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The regioselective cleavage of epoxides using visible light and a catalytic dye is reported in this study as an alternative mild synthetic approach. The epoxide radical anion is generated via visible light in an electron transfer reaction, induced by non-toxic dyes, leading to ring opening and formation of the corresponding alcohol with the hydroxyl group on the less substituted carbon in excellent yields.
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Dissertations / Theses on the topic "Epoxide ring opening with alcohols"

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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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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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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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Kavros, Alexandros. "Functional oligomers of ε-caprolactone via metal or biocatalytical insertion ring opening polymerisation : chain transfer to aromatic/aliphatic alcohols." Thesis, Lancaster University, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.421602.

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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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Olofsson, Berit. "A Regio- and Stereodivergent Route to All Isomers of vic-Amino Alcohols." Doctoral thesis, KTH, Chemistry, 2002. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-3421.

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<p>The first part of this thesis describes a synthetic strategythat provides all eight possible isomers of a given vic-aminoalcohol starting from vinylepoxides. The value of a generalroute is evident, as several isomers are needed ininvestigations of structure-activity relationships forpharmacologically active derivatives, and for optimizing theperformance of chiral ligands containing the amino alcoholmoiety.</p><p>Vinylepoxides, obtained in high enantiomeric excess, werering-opened both with inversion and retention ofstereochemistry, delivering two diastereomeric amino alcoholswith high regio
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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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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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Frigell, Jens. "Synthesis of O-linked Carbasugar Analogues of Galactofuranosides and N-linked Neodisaccharides." Doctoral thesis, Stockholms universitet, Institutionen för organisk kemi, 2010. http://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-43561.

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In this thesis, carbohydrate mimicry is investigated through the syntheses of carbohydrate analogues and evaluation of their inhibitory effects on carbohydrate-processing enzymes. Galactofuranosides are interesting structures because they are common motifs in pathogenic microorganisms but not found in mammals. M.tuberculosis, responsible for the disease tuberculosis, has a cell wall containing a repeating unit of alternating (1→5)- and (1→6)-linked β-D-galactofuranosyl residues. Synthetic inhibitors of the enzymes involved in the biosynthesis of the cell wall could find great therapeutic use.
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Books on the topic "Epoxide ring opening with alcohols"

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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 with alcohols"

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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., 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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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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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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Bingham, M. J., and M. F. Greaney. "Epoxide Ring Opening with Oxygen Nucleophiles." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00704.

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Bingham, M. J., and M. F. Greaney. "Epoxide Ring Opening with Nitrogen Nucleophiles." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00706.

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Bingham, M. J., and M. F. Greaney. "Epoxide Ring Opening with Phosphorus Nucleophiles." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00707.

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Bingham, M. J., and M. F. Greaney. "Epoxide Ring Opening with Heteroatom-Stabilized Carbanions." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00720.

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Bingham, M. J., and M. F. Greaney. "Epoxide Ring Opening with Sulfur, Selenium, or Tellurium Nucleophiles." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00705.

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Scott, P. J. H., and P. G. Steel. "Intramolecular Ring Opening of Epoxides." In Alcohols. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-036-00401.

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