Remote Enantioselective Redox ε‐Alkylation of Copper Allylic Allenylidenes with Enals
Abstract
Abstract The development of asymmetric functionalization at positions distant from the catalytic center—achieving high complexity, diversity, and stereocontrol—poses significant challenges. Here, we introduce an N ‐heterocyclic carbene (NHC)/copper cooperative catalytic strategy for the regioselective remote ε‐alkylation of yne‐allylic esters and yne‐heteroarenic esters with enals, producing a diverse array of oxindoles with outstanding stereoselectivity (up to >95:5 dr, 99% ee). Remarkably, copper allylic allenylidenes are proven to be compatible with NHC‐bound intermediates, facilitating efficient, regioselective, and stereoselective intermolecular C─C bond formation at distant sites.
Article Details
Authors (6)
Shuai Li
Qian‐Wei Gong
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry University of Science and Technology of China Hefei 230026 P.R. China
Yubi Tsz Ching Lam
Department of Pharmacology and Pharmacy LKS Faculty of Medicine The University of Hong Kong Pokfulam Road Hong Kong SAR P.R. China
Elvis Wang Hei Ng
Department of Pharmacology and Pharmacy LKS Faculty of Medicine The University of Hong Kong Pokfulam Road Hong Kong SAR P.R. China
Jin Song
Institutes of Physical Science and Information Technology
Liu‐Zhu Gong
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry University of Science and Technology of China Hefei 230026 P.R. China