Asymmetric Redox Allylic Alkylation to Access 3,3′‐Disubstituted Oxindoles Enabled by Ni/NHC Cooperative Catalysis

Abstract

AbstractThe feasibility of cooperative catalysis between chiral N‐heterocyclic carbenes and nickel in asymmetric reactions has been demonstrated convincingly. The high efficiency of this catalytic system enables the asymmetric allylic alkylation of isatin‐derived enals with allylic carbonates and [3+3] annulation with racemic vinyl epoxides to provide straightforward access to highly enantioenriched 3,3’‐disubstituted oxindoles. The great practicality of this method in organic synthesis has been showcased by facile product modification and enantioselective synthesis of the key building block to access (−)‐debromoflustramine B.