Catalytic (3 + 2) annulation of donor–acceptor aminocyclopropane monoesters and indoles

作者: Jerome Waser , Vincent Pirenne , Emma G. L. Robert

DOI: 10.1039/D1SC01127H

关键词: IndolineMedicinal chemistryAnnulationDiastereomerStereocenterChemistryDonor acceptorAcceptorCatalysis

摘要: The efficient catalytic activation of donor–acceptor aminocyclopropanes lacking the commonly used diester acceptor is reported here in a (3 + 2) dearomative annulation with indoles. Bench-stable tosyl-protected aminocyclopropyl esters were converted into cycloadducts 46–95% yields and up to 95 : 5 diastereomeric ratio using amounts triethylsilyl triflimide. Tricyclic indoline frameworks containing four stereogenic centers including all-carbon quaternary obtained.

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