Nickel-Catalyzed Asymmetric Hydrogenation for Kinetic Resolution of [2.2]Paracyclophane-Derived Cyclic N-Sulfonylimines

Nickel-catalyzed asymmetric hydrogenation for kinetic resolution of [2.2]paracyclophane-derived cyclic N-sulfonylimines was successfully developed. High selectivity factors were observed in most cases (s up to 89), providing the recovered materials and hydrogenation products in good yields with high levels of enantiopurity. The recovered materials and hydrogenation products are useful synthetic intermediates for the synthesis of planar chiral [2.2]paracyclophane-based compounds.

Automated summary

Nickel-catalyzed asymmetric hydrogenation was successfully utilized for the kinetic resolution of cyclic N-sulfonylimines derived from [2.2]paracyclophane. High selectivity factors were observed, leading to good yields and high levels of enantiopurity in the recovered materials and hydrogenation products, which are valuable synthetic intermediates for planar chiral [2.2]paracyclophane-based compounds.