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Highly Enantioselective Michael Additions of Indole to Benzylidene Malonate Using Simple Bis(oxazoline) Ligands: Importance of Metal/Ligand Ratio
Rasappan, Ramesh, Hager, Markus, Gissibl, Anja und Reiser, Oliver
(2006)
Highly Enantioselective Michael Additions of Indole to Benzylidene Malonate Using Simple Bis(oxazoline) Ligands: Importance of Metal/Ligand Ratio.
Organic Letters 8 (26), S. 6099-6102.
Veröffentlichungsdatum dieses Volltextes: 05 Aug 2009 13:40
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.2531
Zusammenfassung
Simple bis(oxazoline) ligands, especially azabis(oxazolines), can catalyze the copper-catalyzed addition of indoles to benzylidene malonates in up to > 99% ee, provided that excess of chiral ligand is avoided. The paradigm followed in many asymmetric catalyses that an excess of chiral ligand with respect to the metal should improve enantioselectivity because a background reaction by free metal is ...
Simple bis(oxazoline) ligands, especially azabis(oxazolines), can catalyze the copper-catalyzed addition of indoles to benzylidene malonates in up to > 99% ee, provided that excess of chiral ligand is avoided. The paradigm followed in many asymmetric catalyses that an excess of chiral ligand with respect to the metal should improve enantioselectivity because a background reaction by free metal is suppressed, is not applicable here, which might call for revisiting some of the many copper(II)-bis(oxazoline)-catalyzed processes known.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | Organic Letters | ||||
| Verlag: | AMER CHEMICAL SOC | ||||
|---|---|---|---|---|---|
| Ort der Veröffentlichung: | WASHINGTON | ||||
| Band: | 8 | ||||
| Nummer des Zeitschriftenheftes oder des Kapitels: | 26 | ||||
| Seitenbereich: | S. 6099-6102 | ||||
| Datum | 2006 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser | ||||
| Identifikationsnummer |
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| Stichwörter / Keywords | FRIEDEL-CRAFTS ALKYLATIONS; ASYMMETRIC CATALYSIS; KINETIC RESOLUTION; COMPLEXES; | ||||
| Dewey-Dezimal-Klassifikation | 600 Technik, Medizin, angewandte Wissenschaften > 610 Medizin | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Ja | ||||
| Dokumenten-ID | 2531 |
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