催化作用
不对称氢化
化学
镍
组合化学
配体(生物化学)
对映选择合成
有机化学
氘
氨基酸
生物化学
量子力学
物理
受体
作者
Yawen Hu,Jianzhong Chen,Bowen Li,Zhenfeng Zhang,Ilya D. Gridnev,Wanbin Zhang
标识
DOI:10.1002/anie.201916534
摘要
Earth-abundant nickel, coordinated with a suitable chiral bisphosphine ligand, was found to be an efficient catalyst for the asymmetric hydrogenation of 2-amidoacrylates, affording the chiral α-amino acid esters in quantitative yields and excellent enantioselectivity (up to 96 % ee). The active catalyst component was studied by NMR and HRMS, which helped us to realize high catalytic efficiency on a gram scale with a low catalyst loading (S/C=2000). The hydrogenated products could be simply converted into chiral α-amino acids, β-amino alcohols, and their bioactive derivatives. Furthermore, the catalytic mechanism was investigated using deuterium-labeling experiments and computational calculations.
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