23943-58-0Relevant academic research and scientific papers
Asymmetric reduction method of nitrogen-phosphonyl protected imine
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Paragraph 0162-0167, (2021/01/15)
The invention discloses an asymmetric reduction method of nitrogen phosphonyl protective imine. The nitrogen phosphonyl protective imine is reduced into chiral amine in a hydrogen atmosphere under theaction of a metal catalyst and alkali, and the metal catalyst is prepared from a metal iridium complex and a nitrogen-phosphorus chiral ligand. The method provided by the invention has the characteristics of high enantioselectivity, high yield and high conversion number (TON). The method can be used for synthesizing various substituted chiral amines, can be used as an important intermediate for preparing various medicines, and has important significance for industrial production of medicines.
Enantioselective Hydrosilylation of Imines Catalyzed by Chiral Zinc Acetate Complexes
Bez?ada, Agata,Szewczyk, Marcin,Mlynarski, Jacek
, p. 336 - 342 (2016/01/15)
A series of zinc acetate complexes with optically pure diphenylethanediamine (DPEDA)-derived ligands have been employed as enantioselective catalyst for the hydrosilylation of various imines. High control of stereoselectivity (up to 97% ee) and excellent yields (up to 96%) were gained for a broad range of N-phosphinoylimines by using (R,R)-N,N′-dibenzyl-1,2-diphenylethane-1,2-diamine. This is the first successful application of an air-stable and environmentally friendly chiral Zn(OAc)2 complex instead of the previously used harmful diethylzinc in the asymmetric reduction of the C=N double bond.
Asymmetric transfer hydrogenation of ketimines using well-defined iron(II)-based precatalysts containing a PNNP ligand
Mikhailine, Alexandre A.,Maishan, Mazharul I.,Morris, Robert H.
supporting information, p. 4638 - 4641 (2012/10/29)
Well-defined iron(II)-based complexes containing PNNP ligands catalyze a highly enantioselective reduction of N-(diphenylphosphinoyl)- and N-(p-tolylsulphonyl)-ketimines. Under mild conditions and low catalyst loading, the ketimines are successfully reduced to the corresponding amines in enantiomeric excess ranging from 94 to 99%.
Enantioselective MSPV reduction of ketimines using 2-propanol and (BINOL)AlIII
Graves, Christopher R.,Scheidt, Karl A.,Nguyen, SonBinh T.
, p. 1229 - 1232 (2007/10/03)
A highly enantioselective Meerwein-Schmidt-Ponndorf-Verley (MSPV) reduction of N-phosphinoyl ketimines by (BINOL)AlIII/2-propanol is reported. Yields ranging between 79 and 85% with high enantiomeric excesses (93-98%) are observed for a wide ra
Asymmetric Reduction of Phosphinyl Imines with Hydride Reagents. Enantioselective Synthesis of Chiral Primary Amines
Hutchins, Robert O.,Abdel-Magid, Ahmed,Stercho, Yuriy P.,Wambsgans, Anthony
, p. 702 - 704 (2007/10/02)
Prochiral diphenylphosphinyl imines are asymmetrically reduced by chiral hydride reagents to chiral diphenylphosphinylamines.For dialkyl examples, the enantioselectivities obtained are the highest thus far for hydride reductions of imine derivatives.
