Synergistic Copper and Chiral Lewis Base Catalysis for the Asymmetric Synthesis of Pyrrolo[1,2‐a]indoles
Main observation and conclusion The first asymmetric decarboxylative [3+2]‐cycloaddition of ethynyl indoloxazolidones with carboxylic acids has been developed under synergistic catalysis of copper and chiral Lewis base. This protocol provides a direct and modular approach to biologically important p...
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Veröffentlicht in: | Chinese journal of chemistry 2021-12, Vol.39 (12), p.3292-3296 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Main observation and conclusion
The first asymmetric decarboxylative [3+2]‐cycloaddition of ethynyl indoloxazolidones with carboxylic acids has been developed under synergistic catalysis of copper and chiral Lewis base. This protocol provides a direct and modular approach to biologically important pyrrolo[1,2‐a]indoles bearing two vicinal stereogenic centers with excellent diastereo‐ and enantioselectivities (up to >20 : 1 dr and >99% ee). In addition, the utility of this methodology was demonstrated by scaled‐up reaction and several synthetic transformations of the cycloadduct. |
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ISSN: | 1001-604X 1614-7065 |
DOI: | 10.1002/cjoc.202100476 |