Enantioselective Synthesis of Indole-Based Biaryl Atropisomers via Palladium-Catalyzed Dynamic Kinetic Intramolecular C–H Cyclization

Enantioselective Synthesis of Indole-Based Biaryl Atropisomers via Palladium-Catalyzed Dynamic Kinetic Intramolecular C–H Cyclization

We report here a palladium-catalyzed enantioselective synthesis of indole-based atropisomers via an intramolecular dynamic kinetic C–H cyclization. The TADDOL-derived phosphoramidite ligand proves to be most efficient in this directing-group-free transformation, delivering products with up to 96:4 e...

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Veröffentlicht in:ACS catalysis 2017-08, Vol.7 (8), p.5316-5320
Hauptverfasser: He, Congfa, Hou, Mengqing, Zhu, Zixi, Gu, Zhenhua
Format: Artikel
Sprache:eng
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Zusammenfassung:We report here a palladium-catalyzed enantioselective synthesis of indole-based atropisomers via an intramolecular dynamic kinetic C–H cyclization. The TADDOL-derived phosphoramidite ligand proves to be most efficient in this directing-group-free transformation, delivering products with up to 96:4 er. The thermal stability of the axial chirality of the atropisomers has also been investigated.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.7b01855