Enantioselective syntheses of the alkaloids cis-195A (Pumiliotoxin C) and trans-195A based on multiple applications of asymmetric catalysis
Short enantio- and diastereoselective syntheses of the decahydroquinoline alkaloids cis- (pumiliotoxin C) and trans-195A are presented. Key steps are an enantioselective iridium-catalyzed allylic amination, a Suzuki-Miyaura coupling, a catalyst-controlled copper-catalyzed 1,4-addition, and a reducti...
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| Hauptverfasser: | , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2012
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| In: |
The journal of organic chemistry
Year: 2011, Jahrgang: 77, Heft: 2, Pages: 1186-1190 |
| ISSN: | 1520-6904 |
| DOI: | 10.1021/jo202241b |
| Online-Zugang: | Verlag, Volltext: http://dx.doi.org/10.1021/jo202241b Verlag, Volltext: https://doi.org/10.1021/jo202241b |
| Verfasserangaben: | Martin Gärtner, Jianping Qu and Günter Helmchen (Organisch-Chemisches Institut der Universität Heidelberg) |
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| 520 | |a Short enantio- and diastereoselective syntheses of the decahydroquinoline alkaloids cis- (pumiliotoxin C) and trans-195A are presented. Key steps are an enantioselective iridium-catalyzed allylic amination, a Suzuki-Miyaura coupling, a catalyst-controlled copper-catalyzed 1,4-addition, and a reductive amination. | ||
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