358974-26-2Relevant academic research and scientific papers
Probing the importance of the hemilabile site of bis(phosphine) monoxide ligands in the copper-catalyzed addition of diethylzinc to N-phosphinoylimines: Discovery of new effective chiral ligands
Bonnaventure, Isabelle,Charette, Andre B.
, p. 6330 - 6340 (2008/12/22)
(Chemical Equation Presented) The hemilabile ligand Me-DuPHOS(O) 2 has proven to be a successful ligand for the copper-catalyzed addition of diethylzinc to N-phosphinoylimines. The corresponding α-chiral amines were obtained in high yields (80-98%) and enantiomeric ratios (19.0:1 to 99.0:1 er). Furthermore, this Cu?2 catalytic system has been shown to be effective in the addition of diethylzinc to nitroalkenes and in the reduction of β,β-disubstituted vinyl phenyl sulfones. This paper describes a general structure/selectivity study in which the three ligand subunits (chiral phospholane-linker-labile coordinating group (Z)) are systematically modified and tested in the copper-catalyzed addition of diethylzinc to the N-phosphinoylimine 1 derived from benzaldehyde. This study led to the discovery of a new class of effective chiral ligands that combine a chiral phospholane unit and an achiral phosphine oxide.
Efficient asymmetric hydrogenation with rhodium complexes of C 1-symmetric 2,5-dimethylphospholane-diphenylphosphines
Basra, Sandeep,De Vries, Johannes G.,Hyett, David J.,Harrison, Gayle,Heslop, Katie M.,Orpen, A. Guy,Pringle, Paul G.,Von Der Luehe, Karl
, p. 1901 - 1905 (2007/10/03)
The unsymmetrical, optically active ligands 1,2-C6H 4(pph2)((R,R)-2,5-dimethylphospholanyl) (1a) and the new 1,1′-Fe(C5H4)2(PPh 2)((R,R)-2,5-dimethylphospholanyl) (1b) form compl
Process for producing optically active amide from alpha beta- unsaturated amide derivative in the presence of transition metal complex containing phosphine-phosphorane compound and transition metal
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, (2008/06/13)
A novel process for producing an optically active amide excellent in chemical selectivity and enantioselectivity by asymmetric hydrogenation of an α,β-unsaturated amide and also allowing the reaction to proceed efficiently even when a trace amount of a catalyst is used relative to the substrate as compared with the amount in a conventional process. An optically active amide is produced by asymmetric hydrogenation of an α,β-unsaturated amide derivative in the presence of a transition metal complex containing a specific phosphine-phosphorane compound.
Synthesis and Application of Chiral Phospholane Ligands Bearing a Sterically and Electrically Adjustable Moiety
Matsumura, Kazuhiko,Shimizu, Hideo,Saito, Takao,Kumobayashi, Hidenori
, p. 180 - 184 (2007/10/03)
A series of C1-symmetric phosphine-phospholane ligands, 1-(disubstituted phosphino)-2-(phospholano)benzenes (5), which are called UCAPs, with an achiral phosphino group and a chiral phospholane which can be sterically and electrically adjustabl
Synthesis of enantiopure C1 symmetric diphosphines and phosphino-phosphonites with ortho-phenylene backbones
Kottsieper, Konstantin W.,Kuehner, Uwe,Stelzer, Othmar
, p. 1159 - 1169 (2007/10/03)
Reaction of 2-(diphenylphosphino)phenylphosphonous acid tetramethyldiamide 1 with (+)-menthol, (1S,2S,3S,5R)-isopinocampheol and (1R,2R)-trans-cyclohexanediol affords enantiopure phosphino-phosphonite ligands 3-5. The X-ray structures of 1 (space group P2
