Catalytic Asymmetric 1,4-Hydrocarbonation of 1,3-Enynes via Photoredox/Cobalt/Chromium Triple Catalysis
Ju-Song Yang
School of Chemistry and Chemical Engineering, Frontier Scientific Center of Transformative Molecules, Shanghai key Laboratory of Chiral Drugs and Engineering, Shanghai Jiao Tong University, Shanghai Minhang, 200240 China
Search for more papers by this authorXing-Yu Wang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorYong-Yao Li
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorCorresponding Author
Fu-Min Zhang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorXiao-Ming Zhang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorCorresponding Author
Yong-Qiang Tu
School of Chemistry and Chemical Engineering, Frontier Scientific Center of Transformative Molecules, Shanghai key Laboratory of Chiral Drugs and Engineering, Shanghai Jiao Tong University, Shanghai Minhang, 200240 China
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorJu-Song Yang
School of Chemistry and Chemical Engineering, Frontier Scientific Center of Transformative Molecules, Shanghai key Laboratory of Chiral Drugs and Engineering, Shanghai Jiao Tong University, Shanghai Minhang, 200240 China
Search for more papers by this authorXing-Yu Wang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorYong-Yao Li
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorCorresponding Author
Fu-Min Zhang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorXiao-Ming Zhang
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorCorresponding Author
Yong-Qiang Tu
School of Chemistry and Chemical Engineering, Frontier Scientific Center of Transformative Molecules, Shanghai key Laboratory of Chiral Drugs and Engineering, Shanghai Jiao Tong University, Shanghai Minhang, 200240 China
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000 China
Search for more papers by this authorAbstract
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.
Conflict of Interests
The authors declare no conflict of interest.
Open Research
Data Availability Statement
The data that support the findings of this study are available in the supplementary material of this article.
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