NiH-Catalyzed Regio- and Enantioselective Hydroalkylation for the Synthesis of β- or γ-Branched Chiral Aromatic N-Heterocycles

被引:19
|
作者
Yang, Ju-Song [1 ]
Lu, Ka [1 ]
Li, Chen-Xiao [1 ]
Zhao, Zu-Hang [1 ]
Zhang, Fu-Min [1 ]
Zhang, Xiao-Ming [1 ]
Tu, Yong-Qiang [1 ,2 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai Key Lab Chiral Drugs & Engn, Coll Pharmaceut Sci,Frontier Sci Ctr Transformat, Shanghai 200240, Minhang, Peoples R China
关键词
ASYMMETRIC CONJUGATE ADDITION; COUPLING REACTIONS; PYRIDINE; HYDROARYLATION; REAGENTS; STYRENES; LIGAND; ACIDS;
D O I
10.1021/jacs.3c07919
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A nickel hydride-catalyzed regio- and enantioselective hydroalkylation reaction was developed to give access to a library of chiral beta- or gamma-branched aromatic N-heterocycles. This intriguing asymmetric transformation features excellent selectivities, step- and atom-economies, and generating two kinds of chiral products through one synthetic strategy. Furthermore, the possible reaction mechanism was extensively investigated using numerous control experiments and density functional theory calculations.
引用
收藏
页码:22122 / 22134
页数:13
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