College of Chemistry and Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, Wuhan University, Wuhan, Hubei 430072, P.R. China.
Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, P.R. China.
Org Lett. 2023 Feb 10;25(5):738-743. doi: 10.1021/acs.orglett.2c04105. Epub 2023 Jan 30.
Efficient Ni/(,)-Ph-BPE-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated phosphine oxides/phosphonates/phosphoric acids has been successfully developed, and a wide range of chiral α-substituted phosphines hydrogenation products were obtained in generally high yields with excellent enantioselective control (92%-99% yields, 84%->99% ee). This method features a cheap transition metal nickel catalytic system, high functional group tolerance, wide substrate scope generality, and excellent enantioselectivity. A plausible catalytic cycle was proposed for this asymmetric hydrogenation according to the results of deuterium-labeling experiments.
高效的 Ni/(,)-Ph-BPE 催化的α-取代的α,β-不饱和膦氧化物/膦酸酯/磷酸的不对称氢化已被成功开发，广泛的手性α-取代的膦氢化物产物通常以高产率和优异的对映选择性得到（92%-99%的产率，84%->99%ee）。该方法具有廉价的过渡金属镍催化体系、高官能团耐受性、广泛的底物范围通用性和优异的对映选择性。根据氘标记实验的结果，提出了一个合理的催化循环来解释这种不对称氢化反应。
