Selective and Catalytic Hydrocarboxylation of Enamides and Imines with CO2 to Generate α,α-Disubstituted α-Amino Acids

被引:142
作者
Ju, Tao [1 ]
Fu, Qiang [1 ,2 ]
Ye, Jian-Heng [1 ]
Zhang, Zhen [1 ]
Liao, Li-Li [1 ]
Yan, Si-Shun [1 ]
Tian, Xing-Yang [1 ]
Luo, Shu-Ping [3 ]
Li, Jing [1 ]
Yu, Da-Gang [1 ,4 ]
机构
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Sichuan, Peoples R China
[2] Southwest Med Univ, Sch Pharm, Luzhou 646000, Peoples R China
[3] Zhejiang Univ Technol, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Zhejiang, Peoples R China
[4] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
carbon dioxide; homogeneous catalysis; hydrocarboxylation; selectivity; alpha; alpha-disubstituted alpha-amino acids; C-H BONDS; LIGHT PHOTOREDOX CATALYSIS; ONE-POT SYNTHESIS; CARBON-DIOXIDE; VISIBLE-LIGHT; CONTINUOUS-FLOW; OXIDATIVE CARBONYLATION; DRIVEN CARBOXYLATION; ASYMMETRIC-SYNTHESIS; GLUTAMATE RECEPTORS;
D O I
10.1002/anie.201806874
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first catalytic hydrocarboxylation of enamides and imines with CO2 to generate valuable alpha,alpha-disubstituted alpha-amino acids is reported. Notably, excellent chemo- and regio-selectivity are achieved, significantly different from previous reports on beta-carboxylation of enamides, homocoupling or reduction of imines. Moreover, this transition-metal-free procedure exhibits low loading of an inexpensive catalyst, easily available substrates, mild reaction conditions, high efficiency, facile scalability and easy product derivatization, providing great potential for application in organic synthesis, pharmaceutical chemistry, and biochemistry.
引用
收藏
页码:13897 / 13901
页数:5
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