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Updated: Jan 14, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Remote Enantioselective Redox ε-Alkylation of Copper Allylic Allenylidenes with Enals
Shuai Li1, Qian-Wei Gong1, Yubi Tsz Ching Lam2
1Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, P.R. China.
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.
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