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Free keywords:
Brønsted acid catalysis; Fischer indole synthesis; heterocycles; indoline; organocatalysis
Abstract:
“Fisching” for complexity: The chiral Brønsted acid (R)‐STRIP catalyzes the asymmetric Fischer indolization of a range of monosubstituted cyclopentanones and cyclohexanones to give chiral fused indolines bearing a quaternary stereogenic center at the 3‐position. The method has been extended to include substrates bearing a tethered nucleophile, thus allowing for enantioselective indolization/ring‐closing cascades to complex propellanes featuring two vicinal quaternary stereocenters.