910567-41-8Relevant academic research and scientific papers
MaxPHOS ligand: PH/NH tautomerism and rhodium-catalyzed asymmetric hydrogenations
Cristobal-Lecina, Edgar,Etayo, Pablo,Doran, Sean,Reves, Marc,Martin-Gago, Pablo,Grabulosa, Arnald,Costantino, Andrea R.,Vidal-Ferran, Anton,Riera, Antoni,Verdaguer, Xavier
, p. 795 - 804 (2014/04/03)
MaxPHOS is an active and robust P-stereogenic ligand for asymmetric catalysis. The presence of an -NH- bridge between the two phosphine moieties allows the NH/PH tautomerism to take place. The neutral ligand, in which the NH form predominates, is an air-sensitive compound. However, protonation of MaxPHOS leads to the stable PH form of the ligand, in which the overall positive charge is distributed on both P centers. This protonation turns the MaxPHOS×HBF4 salt 3 into an air-stable compound both in the solid state and in solution. The salt 3 is also a convenient precursor for the preparation of rhodium(I) complexes by direct ligand exchange with the complex [Rh(acac)(cod)]. Finally, the corresponding rhodium(I)-MaxPHOS complex was tested in the asymmetric hydrogenation of a wide range of substrates. The complex proved to be a highly selective and robust system in these reactions.
Enantioselective synthesis of a phenylalanine library containing alkyl groups on the aromatic moiety: Confirmation of stereostructure by X-ray analysis
Li, Tingyou,Tsuda, Yuko,Minoura, Katsuhiko,In, Yasuko,Ishida, Toshimasa,Lazarus, Lawrence H.,Okada, Yoshio
, p. 873 - 877 (2007/10/03)
Six phenylalanine analogues containing 2′-methyl-, 2′,6′-dimethyl-, 2′-ethyl-6′-methyl-, 2′-isopropyl-6′-methyl-, 2′,4′,6′-trimethyl-, and 3′,5′-dimethyl-L-phenylalanine were synthesized enantioselectively through asymmetric hydrogenation of acetamidoacrylate derivatives. Enzymatic digestion and X-ray analysis supported the L-configuration of the phenylalanine derivatives obtained.
