Chiral isothiourea-catalyzed kinetic resolution of 4-hydroxy[2.2]paracyclophane (Beilstein Journal of Organic Chemistry)

Abstract We herein report a method for the kinetic resolution of racemic 4-hydroxy[2.2]paracyclophane by means of a chiral isothiourea-catalyzed acylation with isobutyric anhydride. This protocol allows for a reasonable synthetically useful s-factor of 20 and provides a novel entry to obtain this interesting planar chiral motive in an enantioenriched manner. Beilstein J. Org. Chem. 2021, 17, 800–804. doi:10.3762/bjoc.17.68