389611-29-4Relevant academic research and scientific papers
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 (1994)
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.
