Asymmetric Rh‐Catalyzed [2+2+2] Cycloaddition: Synthesis of N‐Alkenylindoles with both Axial and Central Chirality

Abstract

Axially chiral Indoline‐based scaffolds are virtually universal in biological and pharmaceutical compounds. Here we demonstrate an atroposelective Rh‐catalyzed 1,6‐enynes with steric hindered N‐alkynyl indoles, which enables simultaneous construction of both axial and central chirality, containing a quaternary carbon center, in one step. Notable features of these reactions include excellent chemo‐, regio‐, diastereo‐ and enantioselectivity, 100% atom‐economy, easily available Segphos ligand, and mild conditions.