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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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
28 September 2011
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| In: |
European journal of organic chemistry
Year: 2011, Issue: 34, Pages: 6877-6886 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201100981 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201100981 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201100981 
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| Author Notes: | Gedu Satyanarayana, Daniel Pflästerer, and Günter Helmchen |
| Summary: | 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. |
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| Item Description: | Gesehen am 06.10.2022 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201100981 |