Iridium-Catalyzed asymmetric reduction of α,β-Unsaturated nitriles with water

被引:2
作者
Lu, Qinli [1 ,2 ]
Wang, Xianming [1 ,2 ]
Wen, Wanliu [1 ,2 ]
Fan, Ruifeng [1 ,2 ]
Zhu, Binfeng [1 ,2 ]
Zhou, Bingjie [1 ,2 ]
Chen, Jingchao [1 ,2 ]
Fan, Baomin [1 ,2 ,3 ,4 ,5 ]
机构
[1] Yunnan Minzu Univ, Key Lab Chem Ethn Med Resources, State Ethn Affairs Commiss, Kunming 650500, Peoples R China
[2] Yunnan Minzu Univ, Minist Educ, Kunming 650500, Peoples R China
[3] Yunnan Minzu Univ, Dept Sch Chem & Environm, Kunming 650500, Peoples R China
[4] Kunming Med Univ, Sch Pharmaceut Sci, Yunnan Key Lab Pharmacol Nat Prod, Kunming 650500, Peoples R China
[5] Kunming Med Univ, Yunnan Key Lab Pharmacol Nat Prod, Kunming 650500, Peoples R China
来源
GREEN SYNTHESIS AND CATALYSIS | 2024年 / 5卷 / 03期
基金
中国国家自然科学基金;
关键词
Asymmetric reduction; Unsaturated nitriles; Water; Propionitrile; Iridium; DIBAL-H; TRANSFER HYDROGENATION; ALKENES; AMINES; ACID; LIGANDS; ESTERS;
D O I
10.1016/j.gresc.2023.07.002
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The nitrile compounds are present in a variety of biologically active natural products and pharmaceuticals, and the nitrile groups are versatile synthetic intermediates to other functionalized compounds. Herein, the asymmetric reduction of alpha, beta-unsaturated nitriles with water as a hydrogen source is reported. The reaction is catalyzed by the complex of [Ir(COD)Cl](2) and (R-a, S)-Ph-Bn-SiPhox, and allows the preparation of useful enantioenriched chiral 3,3-disubstituted propionitriles with high optical purities in mild conditions.
引用
收藏
页码:175 / 179
页数:5
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