156301-20-1Relevant academic research and scientific papers
Direct preparation of N-diphenylphosphinoyl aziridines from 1,2-aminoalcohols utilizing nucleofugacity of diphenylphosphinates
Osborn,Osborn, Helen M. I.,Cantrill,Cantrill, Alex A.,Sweeney,Howson,Howson, William
, p. 3159 - 3162 (1994)
The improved preparation of N-diphenylphosphinoylaziridines is facilitated by the leaving group ability of the diphenylphosphinate anion.
Synthesis of novel N-protected β3-amino nitriles: study of their hydrolysis involving a nitrilase-catalyzed step
Veitia, Maite Sylla-Iyarreta,Brun, Pierre Louis,Jorda, Pierre,Falguieres, Annie,Ferroud, Clotilde
experimental part, p. 2077 - 2089 (2010/03/04)
Several commercially available nitrilases were investigated with regard to their potential to hydrolyze N-protected β3-amino nitriles into their corresponding N-protected β3-amino acids. The biotransformations were obtained in different proportions depending on the nitrilase involved. The best hydrolysis results were achieved for the N-Cbz-β3-amino nitrile from l-alanine using the NIT-107, in a phosphate buffer at 0.05 M. However, no biotransformation into the corresponding acids was observed for the N-sulfonylamide β3-amino nitriles. Two simple and efficient procedures to prepare the β3-amino nitriles from their analogous α-amino acids are described. Thirty four new substances were synthesized and characterized over the course of this work.
Preparation and ring-opening reactions of N-diphenylphosphinyl aziridines
Cantrill, Alex A.,Osborn, Helen M. I.,Sweeney, Joseph
, p. 2181 - 2208 (2007/10/03)
Monochiral N-Diphenyphosphinyl aziridines ('N-Dpp azinidines') may efficiently be prepared from monochiral 2-aminoalcohols. Such aziridines undergo ring-opening reaction with a variety of nucleophiles in good yield. Dephosphinylation is accomplished under mild conditions.
