142068-29-9Relevant academic research and scientific papers
Alkyl 3-Nitroacrylates in Reactions with Substituted Hydrazines
Adyukov, I. S.,Baichurin, R. I.,Makarenko, S. V.,Pelipko, V. V.
, p. 141 - 146 (2022/03/18)
Abstract: The reactions of alkyl 3-nitroacrylates with representatives of aryl(hetaryl) carboxylic acid hydrazides and substituted phenylhydrazines were studied. It was shown that the reactions proceed along the path of the formation of aza-Michael adducts. Elimination of nitrous acid by the action of a base from aza-adducts leads to the formation of N′-substituted E-hydrazones of alkyl pyruvates.
Enantioselective radical addition to ketimines: A synthetic route towards α,α-disubstituted α-amino acids
Kim, Sang Yoon,Kim, Sung Jun,Jang, Doo Ok
supporting information; experimental part, p. 13046 - 13048 (2011/02/21)
A radical attack: In the presence of a protonated cinchonine derivative, radical addition reactions proceeded efficiently, providing a general approach to the synthesis of a diverse range of enantioenriched α,α- disubstituted α-amino acids.
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.
