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An asymmetric normal-electron-demand aza-Diels–Alder cycloaddition of 2-aryl-3H-indol-3-ones and 2,4-dienals was explored via trienamine catalysis of a chiral secondary amine. Multifunctional tricyclic polyhydropyrido[1,2-a]indoles were efficiently constructed in good stereoselectivity (up to 92% ee, >19 : 1 dr).

Graphical abstract: An asymmetric normal-electron-demand aza-Diels–Alder reaction via trienamine catalysis

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