Hager, Markus ; Wittmann, Sebastian ; Schätz, Alexander ; Pein, Florian ; Kreitmeier, Peter ; Reiser, Oliver 
Alternative Links zum Volltext:DOIVerlag
| Dokumentenart: | Artikel |
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| Titel eines Journals oder einer Zeitschrift: | Tetrahedron: Asymmetry |
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| Verlag: | PERGAMON-ELSEVIER SCIENCE LTD |
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| Ort der Veröffentlichung: | OXFORD |
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| Band: | 21 |
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| Nummer des Zeitschriftenheftes oder des Kapitels: | 9-10 |
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| Seitenbereich: | S. 1194-1198 |
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| Datum: | 2010 |
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| Institutionen: | Chemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
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| Identifikationsnummer: | | Wert | Typ |
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| 10.1016/j.tetasy.2010.03.030 | DOI |
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| Stichwörter / Keywords: | ASYMMETRIC MICHAEL ADDITION; OXAZOLINE COPPER-COMPLEXES; FRIEDEL-CRAFTS REACTION; BIS(OXAZOLINE) LIGANDS; ENANTIOSELECTIVE CATALYSIS; ELECTROSTATIC INTERACTIONS; BENZYLIDENE MALONATE; CYCLOPROPANATION; INDOLES; EFFICIENCY; |
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| Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
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| Status: | Veröffentlicht |
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| Begutachtet: | Ja, diese Version wurde begutachtet |
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| An der Universität Regensburg entstanden: | Ja |
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| Dokumenten-ID: | 66124 |
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Zusammenfassung
The rate ratio of different copper(II)-bis(oxazoline) complexes for catalytic activity was assessed in a simple competitive experiment. The cumulated product enantioselectivity derived from a mixture of catalysts with antipodal chiral induction provided sufficient information to determine the relative rates in the asymmetric Friedel-Crafts alkylations of indoles with benzylidene malonates. The ...
Zusammenfassung
The rate ratio of different copper(II)-bis(oxazoline) complexes for catalytic activity was assessed in a simple competitive experiment. The cumulated product enantioselectivity derived from a mixture of catalysts with antipodal chiral induction provided sufficient information to determine the relative rates in the asymmetric Friedel-Crafts alkylations of indoles with benzylidene malonates. The discovery of non-linear effects in the reaction system investigated gave insights into the active and resting states of the catalysts. This approach can serve as a tool to screen the activities of different catalysts when detailed kinetic measurements are not suggestive. (C) 2010 Elsevier Ltd. All rights reserved.