152985-29-0Relevant academic research and scientific papers
Nickel-Catalyzed Asymmetric Hydrogenation of Hydrazones
Chen, Jianzhong,Hu, Yanhua,Li, Bowen,Liu, Dan,Zhang, Wanbin,Zhang, Zhenfeng
, p. 3421 - 3425 (2021)
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
Ruthenium-Catalyzed Enantioselective Hydrogenation of Hydrazones
Chen, Song,Dropinski, James F.,Li, Hongming,Schuster, Christopher H.,Shevlin, Michael
, p. 7562 - 7566 (2020/10/09)
Prochiral hydrazones undergo efficient and highly selective hydrogenation in the presence of a chiral diphosphine ruthenium catalyst, yielding enantioenriched hydrazine products (up to 99% ee). The mild reaction conditions and broad functional group tolerance of this method allow access to versatile chiral hydrazine building blocks containing aryl bromide, heteroaryl, alkyl, cycloalkyl, and ester substituents. This method was also demonstrated on >150 g scale, providing a valuable hydrazine intermediate en route to an active pharmaceutical ingredient.
Catalytic enantioselective hydrogenation of N-alkoxycarbonyl hydrazones: A practical synthesis of chiral hydrazines
Yoshikawap, Naoki,Tan, Lushi,Christopher McWilliams,Ramasamy, Deepa,Sheppard, Ruth
supporting information; experimental part, p. 276 - 279 (2010/03/25)
(Figure presented) An enantioselective hydrogenation of hydrazones catalyzed by Rh complexes (Rh-Josiphos or Rh-Taniaphos) has been developed. The protocol can be applied to hydrazones with three different protective groups (Boc, Cbz, and methoxycarbonyl)
