65638-76-8Relevant academic research and scientific papers
Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates
Chen, Jianzhong,Gridnev, Ilya D.,Hu, Yawen,Li, Bowen,Zhang, Wanbin,Zhang, Zhenfeng
, p. 5371 - 5375 (2020/02/15)
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.
N-Acyl-α-triphenylphosphonioglycinates in the synthesis of α,β-dehydro-α-amino acid derivatives
Mazurkiewicz, Roman,Kuznik, Anna,Grymel, Miroslawa,Kuznik, Nikodem
, p. 807 - 815 (2007/10/03)
N-Acyl-α-triphenylphosphonioglycinates when treated with triethylamine are transformed to an equilibrium mixture of the corresponding N-acyliminoacetates and N-acyl-α-triphenylphosphoranylideneglycinates. Wittig reaction of the latter ylides with aromatic and aliphatic aldehydes or ketones enables a new easy entry to N-acyl-α,β-dehydro-α-amino acid esters. Springer-Verlag 2004.
