Rh-Catalyzed Highly Enantioselective Hydrogenation of Functionalized Olefins with Chiral Ferrocenylphosphine-Spiro Phosphonamidite Ligands
Yirui Chen, Xiao Yi, Yuqi Cheng, An Huang, Zehui Yang, Xianghua Zhao, Fei Ling, Weihui Zhong
Abstract
A highly efficient Rh-catalyzed hydrogenation of functionalized olefins has been realized by a new family of highly rigid chiral ferrocenylphosphine-spiro phosphonamidite ligands. Excellent enantiocontrol (>99% ee in most cases) was achieved with a wide range of α-dehydroamino acid esters and α-enamides. This practicable catalytic system was further applied in the scalable synthesis of highly optically pure key intermediates of cinacalcet and d-phenylalanine.
Topics & Concepts
ChemistryAsymmetric hydrogenationEnantioselective synthesisCatalysisCombinatorial chemistryOptically activeOrganic chemistryAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisCatalysis for Biomass Conversion