1207166-21-9Relevant academic research and scientific papers
Asymmetric reduction method of nitrogen-phosphonyl protected imine
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Paragraph 0116-0121, (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.
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 synthesis of amines: General, efficient iron-catalyzed asymmetric transfer hydrogenation of imines
Zhou, Shaolin,Fleischer, Steffen,Junge, Kathrin,Das, Shoubhik,Addis, Daniele,Beller, Matthias
experimental part, p. 8121 - 8125 (2011/02/22)
In the iron age: A readily accessible, active iron catalyst serves in the straightforward, catalytic transfer hydrogenation of imines (see scheme). A series of imines are converted into chiral amines in high yields and very good enantioselectivities. This
Reaction prospecting by 31P NMR: enantioselective rhodium-DuPhos catalysed addition of ZnMe2 to diphenylphosphinoylimines
Crampton, Rosemary H.,Hajjaji, Samir El,Fox, Martin E.,Woodward, Simon
experimental part, p. 2497 - 2503 (2010/04/05)
Chiral shift 31P NMR spectroscopy allows the identification of ligand leads in asymmetric catalyst systems for ZnMe2 addition to ArCH{double bond, long}NP(O)Ph2. Subsequent GC-based optimisation shows [RhCl(CH2{double bond, long}CH2)2]2 and (R,R)-MeDuPhos to be the optimal pre-catalyst combination (product in 78-93% ee). Transmetallation of [(MeDuPhos)Rh{N(P(O)Ph2-CHMeAr}] with ZnMe2 appears to be the rate limiting step of the catalytic cycle as competing coordination by the imine starting material leads to Ph2P(O)NHCH2Ar via MVP hydrogen-transfer. This limitation can largely be overcome by the slow addition of the imine.
