Catalytic Asymmetric 1,4-Hydrocarbonation of 1,3-Enynes via Photoredox/Cobalt/Chromium Triple Catalysis

被引:0
|
作者
Yang, Ju-Song [1 ]
Wang, Xing-Yu [2 ]
Li, Yong-Yao [2 ]
Zhang, Fu-Min [2 ]
Zhang, Xiao-Ming [2 ]
Tu, Yong-Qiang [1 ,2 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Chiral Drugs & Engn, Frontier Sci Ctr Transformat Mol, Shanghai Minhang 200240, Peoples R China
[2] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
基金
国家重点研发计划;
关键词
1,4-hydrocarbonation; 1,3-enynes; central and axial chirality; photoredox/cobalt/chromium triple catalysis; mechanism investigation;
D O I
10.1002/anie.202420563
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A synergistic photoredox/cobalt/chromium triple catalysis system for regioselective, enantioselective, and diastereoselective 1,4-hydrocarbonation of readily available 1,3-enyne precursors was explored, providing a modular synthetic platform for various trisubstituted axially chiral allenes bearing an extra central chirality. The protocol features a broad substrate scope, good functional group tolerance, excellent selectivity, and mild reaction conditions. Furthermore, a possible reaction mechanism is proposed based on numerous control experiments and density functional theory calculations.
引用
收藏
页数:10
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