Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates

Yawen Hu, Jianzhong Chen, Bowen Li, Zhenfeng Zhang, Ilya D. Gridnev, Wanbin Zhang

研究成果: Article査読

46 被引用数 (Scopus)

抄録

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.

本文言語English
ページ(範囲)5371-5375
ページ数5
ジャーナルAngewandte Chemie - International Edition
59
13
DOI
出版ステータスPublished - 2020 3月 23

ASJC Scopus subject areas

  • 触媒
  • 化学 (全般)

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