142068-41-5Relevant academic research and scientific papers
Nickel-catalyzed asymmetric transfer hydrogenation of hydrazones and other ketimines
Xu, Haiyan,Yang, Peng,Chuanprasit, Pratanphorn,Hirao, Hajime,Zhou, Jianrong
, p. 5112 - 5116 (2015)
We report the use of nickel catalysts for the catalytic transfer hydrogenation of hydrazones and other ketimines with formic acid. Strongly donating bisphosphines must be used to support the catalysts. As in enzymatic catalysis, attractive weak interactio
Nickel-Catalyzed Asymmetric Hydrogenation of Hydrazones
Chen, Jianzhong,Hu, Yanhua,Li, Bowen,Liu, Dan,Zhang, Wanbin,Zhang, Zhenfeng
supporting information, p. 3421 - 3425 (2021/06/25)
An efficient nickel-catalyzed asymmetric hydrogenation of hydrazones to chiral hydrazines has been realized with up to 99 % yield and 99.4 : 0.6 er. Deuterium labelling experiments indicated that the hydrazone substrates undergo imine-enamine tautomerizat
Nickel-Catalyzed Enantioselective Reductive Amination of Ketones with Both Arylamines and Benzhydrazide
Yang, Peng,Lim, Li Hui,Chuanprasit, Pratanphorn,Hirao, Hajime,Zhou, Jianrong Steve
supporting information, p. 12083 - 12087 (2016/11/16)
An asymmetric reductive amination of ketones using both arylamines and benzhydrazide in the presence of nickel catalysts was developed. A one-pot synthesis of tetrahydroquinoxalines was also developed starting directly from α-ketoaldehydes and 1,2-diamino
Direct catalytic asymmetric reductive amination of simple aromatic ketones
Chang, Mingxin,Liu, Shaodong,Huang, Kexuan,Zhang, Xumu
supporting information, p. 4354 - 4357 (2013/09/24)
A green method for chiral amine synthesis, the direct catalytic asymmetric reductive amination, was developed. Phenylhydrazide is an ideal nitrogen source for reductive amination. Molecular sieves play dual roles in this reaction. They help to remove Hsu
Catalytic asymmetric reductive amination of ketones via highly enantioselective hydrogenation of the C=N double bond
Burk, Mark J.,Martinez, Jose P.,Feaster, John E.,Cosford, Nick
, p. 4399 - 4428 (2007/10/02)
We describe a convenient, chemoselective asymmetric reductive amination procedure for the conversion of ketones to chiral hydrazines and amines. The key step in the three-step process is enantioselective DuPHOS-Rh-catalyzed hydrogenation of the C=N double bond of N-acylhydrazones. Detailed optimization studies revealed the effect of solvent, temperature, and the N- acyl group on the enantioselectivity and catalytic efficiency of the reaction. The reduction products, N-acylhydrazines, were converted to hydrazines or amines through hydrolysis or treatment with samarium(II) iodide, respectively.
