Enantioselective Synthesis of Tropanes via [3+3] Annulation of Cyclic Azomethine Ylides with Substituted 2‐Vinylindoles and 2‐Vinylpyrroles

Abstract A novel strategy for constructing tropanes via [3+3] annulation of cyclic azomethine ylides with substituted 2‐vinylindoles and 2‐vinylpyrroles in the presence of in‐house Cu(II)/ N,O ‐ligand complex has been developed. The reaction was achieved via a tandem copper(II)‐catalyzed Michael addition/BF 3 ⋅ Et 2 O promoted intramolecular aza‐Friedel‐Crafts reaction of indoles or pyrroles with non‐activated ketimines, providing indole or pyrrole‐annulated tropanes in high yields (up to 87%) and excellent stereoselectivities (>99:1 dr in all cases, up to >99% ee). magnified image