Endo-selective enyne ring-closing metathesis promoted by stereogenic-at-Mo monoalkoxide and monoaryloxide complexes. Efficient synthesis of cyclic dienes not accessible through reactions with Ru carbenes SCIE SCOPUS
DC Field | Value | Language |
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dc.contributor.author | Lee, Y.-J. | - |
dc.contributor.author | Schrock, R.R. | - |
dc.contributor.author | Hoveyda, A.H. | - |
dc.date.accessioned | 2020-04-20T09:40:23Z | - |
dc.date.available | 2020-04-20T09:40:23Z | - |
dc.date.created | 2020-01-28 | - |
dc.date.issued | 2009-08 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | https://sciwatch.kiost.ac.kr/handle/2020.kiost/4270 | - |
dc.description.abstract | Stereogenic-at-Mo monoalkoxide and monoaryloxide complexes promote enyne ring-closing metathesis (RCM) reactions, affording the corresponding endo products with high selectivity (typically >98: <2 endo:exo). All catalysts can be prepared and used in situ. Five-, six-, and seven-membered rings are obtained through reactions with enyne substrates that bear all-carbon tethers as well as those that contain heteroatom substituents. The newly developed catalytic protocols complement the related exo-selective Ru-catalyzed processes. In cases where Ru-based complexes deliver exo and endo products nondiscriminately, such as when tetrasubstituted cyclic alkenes are generated, Mo-catalyzed reactions afford the endo product exclusively. The efficiency of synthesis of N- and O-containing endo diene heterocycles can be improved significantly through structural modification of Mo catalysts. The modularity of Mo-based monopyrrolides is thus exploited in the identification of the most effective catalyst variants. Through alteration of O-based monodentate ligands, catalysts have been identified that promote enyne RCM with improved efficiency. The structural attributes of three Mo complexes are elucidated through X-ray crystallography. The first examples of catalytic enantioselective enyne RCM reactions are reported (up to 98:2 enantiomer ratio and >98% endo). © 2009 American Chemical Society. | - |
dc.description.uri | 1 | - |
dc.language | English | - |
dc.publisher | American Chemical Society | - |
dc.title | Endo-selective enyne ring-closing metathesis promoted by stereogenic-at-Mo monoalkoxide and monoaryloxide complexes. Efficient synthesis of cyclic dienes not accessible through reactions with Ru carbenes | - |
dc.type | Article | - |
dc.citation.endPage | 10661 | - |
dc.citation.startPage | 10652 | - |
dc.citation.title | Journal of the American Chemical Society | - |
dc.citation.volume | 131 | - |
dc.citation.number | 30 | - |
dc.contributor.alternativeName | 이연주 | - |
dc.identifier.bibliographicCitation | Journal of the American Chemical Society, v.131, no.30, pp.10652 - 10661 | - |
dc.identifier.doi | 10.1021/ja904098h | - |
dc.identifier.scopusid | 2-s2.0-68049108498 | - |
dc.identifier.wosid | 000268644400063 | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.isOpenAccess | N | - |
dc.subject.keywordPlus | Carbenes | - |
dc.subject.keywordPlus | Catalytic protocol | - |
dc.subject.keywordPlus | Catalyzed reactions | - |
dc.subject.keywordPlus | Cyclic alkenes | - |
dc.subject.keywordPlus | Efficient synthesis | - |
dc.subject.keywordPlus | Enantioselective | - |
dc.subject.keywordPlus | Heteroatom substituents | - |
dc.subject.keywordPlus | Heterocycles | - |
dc.subject.keywordPlus | High selectivity | - |
dc.subject.keywordPlus | In-situ | - |
dc.subject.keywordPlus | Monodentate ligands | - |
dc.subject.keywordPlus | Ring closing metathesis | - |
dc.subject.keywordPlus | Ring-closing metathesis reactions | - |
dc.subject.keywordPlus | Seven-membered rings | - |
dc.subject.keywordPlus | Structural modifications | - |
dc.subject.keywordPlus | Catalysis | - |
dc.subject.keywordPlus | Catalysts | - |
dc.subject.keywordPlus | Complexation | - |
dc.subject.keywordPlus | Molybdenum | - |
dc.subject.keywordPlus | Olefins | - |
dc.subject.keywordPlus | Synthesis (chemical) | - |
dc.subject.keywordPlus | X ray crystallography | - |
dc.subject.keywordPlus | Molybdenum compounds | - |
dc.subject.keywordPlus | alkadiene | - |
dc.subject.keywordPlus | carbene | - |
dc.subject.keywordPlus | article | - |
dc.subject.keywordPlus | atom | - |
dc.subject.keywordPlus | catalysis | - |
dc.subject.keywordPlus | catalyst | - |
dc.subject.keywordPlus | chemical reaction | - |
dc.subject.keywordPlus | complex formation | - |
dc.subject.keywordPlus | enantiomer | - |
dc.subject.keywordPlus | oligomerization | - |
dc.subject.keywordPlus | ring closing metathesis | - |
dc.subject.keywordPlus | synthesis | - |
dc.subject.keywordPlus | X ray crystallography | - |
dc.subject.keywordPlus | Alcohols | - |
dc.subject.keywordPlus | Amides | - |
dc.subject.keywordPlus | Catalysis | - |
dc.subject.keywordPlus | Cycloparaffins | - |
dc.subject.keywordPlus | Methane | - |
dc.subject.keywordPlus | Models, Molecular | - |
dc.subject.keywordPlus | Molecular Conformation | - |
dc.subject.keywordPlus | Molybdenum | - |
dc.subject.keywordPlus | Organometallic Compounds | - |
dc.subject.keywordPlus | Polymers | - |
dc.subject.keywordPlus | Pyrroles | - |
dc.subject.keywordPlus | Ruthenium | - |
dc.subject.keywordPlus | Solvents | - |
dc.subject.keywordPlus | Stereoisomerism | - |
dc.subject.keywordPlus | Substrate Specificity | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |