Palladium/PC-Phos-Catalyzed Enantioselective Arylation of General Sulfenate Anions: Scope and Synthetic Applications was written by Wang, Lei;Chen, Mingjie;Zhang, Peichao;Li, Wenbo;Zhang, Junliang. And the article was included in Journal of the American Chemical Society in 2018.Reference of 2162939-89-9 This article mentions the following:
Herein we reported an efficient palladium-catalyzed enantioselective arylation of both alkyl and aryl sulfenate anions to deliver various chiral sulfoxides I [R1 = Bn, CH3(CH2)11, Me, i-Pr, cyclopentyl, etc.; R2 = H, 4-Me, 4-OMe, 3-CO2Me, 3-Cl, etc.] in good yields (up to 98%) with excellent enantioselectivities (up to 99% ee) by the use of our developed chiral O,P-ligands (PC-Phos). PC-Phos are easily prepared in short steps from inexpensive com. available starting materials. The single-crystal structure of the PC4/PdCl2 showed that a rarely observed 11-membered ring was formed via the O,P-coordination with the palladium(II) center. The salient features of this method include general substrate scope, ease of scale-up, applicable to the late-stage modification of bioactive compounds, and the synthesis of a marketed medicine Sulindac. In the experiment, the researchers used many compounds, for example, (R)-N-((S)-1-(5-(Diphenylphosphanyl) -9,9-dimethyl-9H-xanthen-4-yl)-2,2-dimethylpropyl)-2-methylpropane-2-sulfinamide (cas: 2162939-89-9Reference of 2162939-89-9).
(R)-N-((S)-1-(5-(Diphenylphosphanyl) -9,9-dimethyl-9H-xanthen-4-yl)-2,2-dimethylpropyl)-2-methylpropane-2-sulfinamide (cas: 2162939-89-9) belongs to chiral phosphine ligands. Many phosphine-catalyzed reactions have been developed for the syntheses of various biologically important acyclic and cyclic molecules. Asymmetric variants of these reactions have evolved relatively slowly. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.Reference of 2162939-89-9
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis