Abstract
A new protocol for the organocatalytic asymmetric synthesis of highly functionalized tetrahydrocarbazoles has been developed based on a vinylogous Michael/aldol reaction sequence between 3‐(trifluoroacetyl)‐2‐methyl‐indoles and enals. This formal [4+2] annulation occurs by cooperative catalysis between an achiral Brønsted base and a chiral secondary amine organocatalyst to afford tetrahydrocarbazole products bearing three vicinal stereocenters, including a trifluoromethylated tetrasubstituted stereocenter, in excellent yields, diastereo‐ and enantioselectivities.
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