Enantioselective syntheses of tetrahydroquinolines based on iridium-catalyzed allylic substitutions: total syntheses of (+)-angustureine and (-)-cuspareine
A protecting-group-free two-step approach for the preparation of tetrahydroquinolines has been developed. The procedure involves a highly regio- and enantioselective intermolecular iridium-catalyzed allylic amination followed by one-pot hydroboration and intramolecular Suzuki-Miyaura cross-coupling....
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| Hauptverfasser: | , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
28 September 2011
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| In: |
European journal of organic chemistry
Year: 2011, Heft: 34, Pages: 6877-6886 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201100981 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201100981 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201100981 |
| Verfasserangaben: | Gedu Satyanarayana, Daniel Pflästerer, and Günter Helmchen |
MARC
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| 520 | |a A protecting-group-free two-step approach for the preparation of tetrahydroquinolines has been developed. The procedure involves a highly regio- and enantioselective intermolecular iridium-catalyzed allylic amination followed by one-pot hydroboration and intramolecular Suzuki-Miyaura cross-coupling. This method was applied in total syntheses of the alkaloids (+)-angustureine and (-)-cuspareine. | ||
| 650 | 4 | |a Alkaloids | |
| 650 | 4 | |a Allylic amination | |
| 650 | 4 | |a Asymmetric catalysis | |
| 650 | 4 | |a Iridium | |
| 650 | 4 | |a Nitrogen heterocycles | |
| 650 | 4 | |a Total synthesis | |
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