156301-27-8Relevant academic research and scientific papers
Polymer-supported l-prolinol-based catalysts for the enantioselective addition of dialkylzinc reagents to N-(diphenylphosphinyl)imines
Almansa, Raquel,Collados, Juan F.,Guijarro, David,Yus, Miguel
, p. 116 - 120 (2013/04/10)
l-Prolinol-based ligands anchored to Merrifield or Wang-type resins have been shown to form efficient catalysts for the enantioselective addition of dialkylzinc reagents to N-(diphenylphosphinyl)imines. The enantioselectivity achieved with the polymeric catalyst (ee up to 88%) is slightly lower than the one obtained with the homogeneous ligand N-benzyl-l-prolinol, but the polymer-supported ligand presents the advantage of its recyclability: it can be recovered and used in up to six consecutive catalytic cycles with only a slight decrease in the enantiomeric excess. The phosphinamides obtained as addition products can be transformed into the corresponding enantiomerically enriched α-branched primary amines under mild acidic conditions.
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.
A Practical Alternative to Sulfonyl Activation of Aziridines: Ring-Opening of N-Diphenylphosphinoyl Aziridines by Carbon Nucleophiles
Osborn, Helen M. I.,Sweeney, J. B.,Howson, William
, p. 2739 - 2742 (2007/10/02)
The ring-opening reaction of N-diphenylphosphinoylaziridines by Copper (I)-modified Grignard reagents proceeds in good to excellent yield and with complete regiospecificity.
