Palladium(0)‐Catalyzed Intermolecular Asymmetric Cascade Dearomatization Reaction of Indoles with Propargyl Carbonate

Autor: Shu-Li You, Lu Ding, Run-Duo Gao
Rok vydání: 2019
Předmět:
Zdroj: Chemistry – A European Journal. 25:4330-4334
ISSN: 1521-3765
0947-6539
DOI: 10.1002/chem.201900425
Popis: An intermolecular asymmetric cascade dearomatization reaction of indole derivatives with propargyl carbonate was developed. The challenges associated with both the chemoselectivity between the carbon and nitrogen nucleophile and the enantioselective control during the formation of an all-carbon quaternary stereogenic center were well addressed by a Pd catalytic system derived from the Feringa ligand. A series of enantioenriched multiply substituted fused indolenines were provided in good yields (71-86 %) with excellent enantioselectivity (91-96 % ee) and chemoselectivity (3/4>19:1 in most cases).
Databáze: OpenAIRE
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