Highly Enantioselective Synthesis of Tetrahydrocarbolines via Iridium-Catalyzed Intramolecular Friedel–Crafts Type Allylic Alkylation Reactions

Highly Enantioselective Synthesis of Tetrahydrocarbolines via Iridium-Catalyzed Intramolecular Friedel–Crafts Type Allylic Alkylation Reactions

A highly enantioselective synthesis of substituted tetrahydrocarbolines via Ir-catalyzed Friedel–Crafts type intramolecular asymmetric allylic alkylation of 2-indolyl allyl carbonates has been developed. This strategy features excellent chemoselectivity and enantioselectivity, mild reaction conditio...

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Veröffentlicht in:Organic letters 2013-12, Vol.15 (23), p.5909-5911
Hauptverfasser: Xu, Qing-Long, Zhuo, Chun-Xiang, Dai, Li-Xin, You, Shu-Li
Format: Artikel
Sprache:eng
Schlagworte:
Alkylation
Allyl Compounds - chemistry
Carbolines - chemical synthesis
Carbolines - chemistry
Carbonates - chemistry
Catalysis
Indoles - chemistry
Iridium - chemistry
Ligands
Molecular Structure
Stereoisomerism
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Zusammenfassung:A highly enantioselective synthesis of substituted tetrahydrocarbolines via Ir-catalyzed Friedel–Crafts type intramolecular asymmetric allylic alkylation of 2-indolyl allyl carbonates has been developed. This strategy features excellent chemoselectivity and enantioselectivity, mild reaction conditions, and an easily accessed chiral ligand.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol4027717