142068-40-4Relevant academic research and scientific papers
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 N-Alkylation of Acylhydrazines and Arylamines Using Alcohols and Enantioselective Examples
Yang, Peng,Zhang, Caili,Ma, Yu,Zhang, Caiyun,Li, Aijie,Tang, Bo,Zhou, Jianrong Steve
supporting information, p. 14702 - 14706 (2017/10/20)
A borrowing-hydrogen reaction between amines and alcohols is an atom-economic way to prepare alkylamines, ideally with water as the sole byproduct. Herein, nickel catalysts are used for direct N-alkylation of hydrazides and arylamines using racemic alcohols. Moreover, a nickel catalyst of (S)-binapine was used for an asymmetric N-alkylation of benzohydrazide with racemic benzylic alcohols.
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.
