Publication

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

Jérôme Waser, Emma Gabrielle Louise Robert, Vincent Géry C Pirenne
2021
Journal paper

Abstract

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 in 46-95% yields and up to 95 : 5 diastereomeric ratio using catalytic amounts of triethylsilyl triflimide. Tricyclic indoline frameworks containing four stereogenic centers including all-carbon quaternary centers were obtained.

Official source

https://infoscience.epfl.ch/record/286013?ln=en

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

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Taming the radical cation intermediate enabled one-step access to structurally diverse lignans

Taming the radical cation intermediate enabled one-step access to structurally diverse lignans