Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks
| Autor: | Kristýna Šichová, Antoine Dupé, Cédric Fischmeister, Meriem K. Abderrezak, Zahia Kabouche, Christian Bruneau, Nancy Dominguez-Boblett |
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| Přispěvatelé: | Université frères Mentouri Constantine I (UMC), Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Universidad de Sevilla / University of Sevilla, Université Mentouri Constantine [Algérie] (UMC), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), Universidad de Sevilla |
| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
Diol
Organic Chemistry Epoxide Metathesis Full Research Paper 3. Good health lcsh:QD241-441 chemistry.chemical_compound Chemistry chemistry lcsh:Organic chemistry Polymer chemistry Alkoxy group epoxide Organic chemistry Ring-opening metathesis polymerisation [CHIM]Chemical Sciences cross metathesis lcsh:Q Acrylonitrile Methyl acrylate tandem reactions lcsh:Science Acyclic diene metathesis ruthenium catalysts |
| Zdroj: | Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 1876-1880 (2015) Beilstein Journal of Organic Chemistry Beilstein Journal of Organic Chemistry, 2015, 11, pp.1876--1880. ⟨10.3762/bjoc.11.201⟩ Beilstein Journal of Organic Chemistry, Beilstein-Institut, 2015, 11, pp.1876--1880. ⟨10.3762/bjoc.11.201⟩ |
| ISSN: | 1860-5397 |
| DOI: | 10.3762/bjoc.11.201⟩ |
| Popis: | The cross metathesis of 1,2-epoxy-5-hexene (1) with methyl acrylate and acrylonitrile was investigated as an entry to the synthesis of polyfunctional compounds. The resulting cross metathesis products were hydrogenated in a tandem fashion employing the residual ruthenium from the metathesis step as the hydrogenation catalyst. Interestingly, the epoxide ring remained unreactive toward this hydrogenation method. The saturated compound resulting from the cross metathesis of 1 with methyl acrylate was transformed by means of nucleophilic ring-opening of the epoxide to furnish a diol, an alkoxy alcohol and an amino alcohol in high yields. |
| Databáze: | OpenAIRE |
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