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

被引：18

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2023年 / 145卷 / 40期

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

页码：22122 / 22134

页数：13

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