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Updated: Jan 9, 2026
A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
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Sequential α/β-C-H Functionalization of Monosubstituted Aliphatic Alkenes
Yini Wang1, Bingbing Xie1, Chengxing Peng1
1Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Zhejiang Key Laboratory of Organosilicon Material Technology, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, Zhejiang, China.
Abstract:
Monosubstituted alkenes are widely utilized in organic synthesis. Although remarkable progress has been made in chelation-assisted alkenyl C-H functionalization, monosubstituted aliphatic alkene remains a challenging target due to reactivity and selectivity issues. Herein, we report on the first sequential α/β-C-H functionalization of monosubstituted aliphatic alkenes derived from bishomoallyl amines. This protocol showed wide functionality tolerance and afforded C-H alkenylation and allylation as well as alkynylation products with excellent regio- and stereoselectivity.
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