(R)-(-)-1-[(S)-2-(di(3,5-bis-trifluoromethylphenyl)phosphino)ferrocenyl]ethyldicyclohexylphosphine

Application

(R)-(-)-1-[(S)-2-(di(3,5-bis-trifluoromethylphenyl)phosphino)ferrocenyl]ethyldicyclohexylphosphine is an essential asymmetric ligand developed in collaboration with Solvias AG, primarily used for its versatility in industrial applications requiring stereoselective synthesis. These unique ferrocene-based phosphine ligands feature a fixed phosphine group and a stereogenic, functionalized side chain, allowing for modification to meet specific electronic and steric demands. They have extensive applicability, including in the stereoselective hydrogenation of various substrates, such as substituted acetamidoacrylates, enol acetates, and β-ketoesters. Additionally, this ligand supports an array of catalytic processes: it facilitates Pd-catalyzed C-N bond formation and enantioselective alkylative desymmetrization of meso-succinic anhydrides, contributes to asymmetric hydrogenation of ketones and phosphinylketimines, aids in the Michael addition of Grignard reagents, and participates in boration reactions of unsaturated esters and nitriles. Furthermore, it is beneficial in reactions with aryl halides and ammonia, Cu-catalyzed reductions of activated C=C bonds, and regio- and enantioselective hydroboration of vinyl arenes. The ligand's applicability extends to Rh-catalyzed asymmetric ring-opening reactions, Pd-catalyzed Negishi couplings, and the Cu-catalyzed synthesis of γ-amino alcohols, while also serving as a catalyst in the homodimerization of ketoketenes and as a ligand in the synthesis of lactones.