Citation: Yongli Liu, Dan Xu, Yuanyuan Ping, Nengzhong Wang, Wangqing Kong. Enantioselective synthesis of α-aryl ketones via cross-hydroacylation of two distinct alkenes[J]. Chinese Chemical Letters, ;2026, 37(3): 111893. doi: 10.1016/j.cclet.2025.111893 shu

Enantioselective synthesis of α-aryl ketones via cross-hydroacylation of two distinct alkenes

Yongli Liu ^{a, 1} ,
Dan Xu ^{b, 1} ,
Yuanyuan Ping ^{a, *,} ,
Nengzhong Wang ^{b, *,} ,
Wangqing Kong ^{a, *,}

a.
The Institute for Advanced Studies and Hongyi Honor College, Wuhan University, Wuhan 430072, China
b.
Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China

yyping@whu.edu.cn

wangnz@ctgu.edu.cn

wqkong@whu.edu.cn

Received Date: 2 July 2025
Revised Date: 4 September 2025
Accepted Date: 24 September 2025
Available Online: 25 September 2025

Figures(7)

Chiral α-aryl ketone moieties are privileged structural motifs that are widely present in various biologically active natural products and pharmaceuticals. However, traditional carbonylation methods typically rely on the use of noble-metal catalysts and toxic and flammable CO gas as the carbonyl source. To overcomes these challenges, we disclose here a nickel-catalyzed enantioselective cross-hydroacylation of aryl alkenes with unactivated alkenes using isobutyl chloroformate as a safe CO source and electron acceptor. Two distinct alkenes and chloroformates are assembled efficiently in a chemo-, regio- and enantioselective manner, providing a scalable, environmentally friendly alternative for the enantioselective synthesis of α-aryl ketones. The approach proceeds under mild reaction conditions, uses abundant and readily available starting materials, and avoids the use of either toxic CO or metal carbonyl reagents. Mechanistic studies show that in situ generated nickel hydride complexes first undergoes hydrometalation/chain walking with aryl alkenes, followed by sequential migratory insertion of CO and unactivated alkenes, and finally cross-hydroacylated products are obtained through reductive elimination.
- Nickel-catalysis,
- Hydroacylation,
- Alkene,
- Enantioselectivity,
- α-Aryl ketones,
- CO surrogate
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