89438-78-8Relevant articles and documents
Stereoselective catalytic synthesis of P-stereogenic oxides via hydrogenative kinetic resolution
Fernández-Pérez, Héctor,Vidal-Ferran, Anton
supporting information, p. 7019 - 7023 (2019/09/30)
A highly stereoselective catalytic method for the preparation of structurally diverse P-stereogenic oxides has been developed. The approach relies on the ability of rhodium complexes derived from an enantiopure P-OP ligand to kinetically resolve racemic α,β-unsaturated phosphane oxides by hydrogenation of the C= C motif and formation of highly enantioenriched (or even enantiopure) P-stereogenic oxides. The practicality of the methodology has been demonstrated by the preparation of potentially functional P-chiral molecules for catalytic enantioselective synthesis.
Enantioselective catalysis, XVIII [1] the influence of non-coordinated stereocenters on the enantioselective hydrogenation
Nagel, Ulrich,Roller, Christoph
, p. 211 - 223 (2007/10/03)
3,4-Bis{[2-(methyl-phenyl-oxophosphanyl)-ethyl]phenyl-phosphanyl} pyrrolidines have been synthesized by Michael Addition from the corresponding methyl-phenyl-vinyl-phosphane oxides and 3,4-bis(phenylphosphino)pyrrolidines. For purification of the ligands palladium complexes were used and with the enantiomerically pure ligands Rh complexes have been prepared. The catalyst has 6 stereogenic centers. In the hydrogenation of Z-α-acetamidocinnamic acid all six stereogenic centers have an influence on the enantioselectivity. The influence is strongest from the C stereocenters of the pyrrolidine ring. Less important are the stereogenic centers on the coordinated P atoms. The influence of the stereocenters on the non-coordinated P=O groups is the least, but it is not negligible. The ee values obtained with the ligands containing P=O groups are much lower than those obtained with ligands which are substituted only with aryl groups. Ketones are hydrogenated with only low ee's.
Optically Active Phosphine Oxides. 2. Novel Approach to Enantiomeric Dialkylphenylphosphine Oxides
Pietrusiewicz, K. Michal,Zablocka, Maria,Monkiewicz, Jaroslaw
, p. 1522 - 1526 (2007/10/02)
New routes to optically active tertiary phosphine oxides of known configuration and of virtually 100percent enantiomeric purity have been developed.Alkylation of (-)-(SP)-ethyl((menthoxycarbonyl)methyl)phenylphosphine oxide (2) by treatment wit
