Ring-Opening Intramolecular Arylation of 1,2-Disubtituted Epoxides with Tuneable Stereoselectivity

A method of stereodivergent intramolecular ring-opening arylation of amine-tethered epoxides to 3,4-disubstituted tetrahydroquinolines has been developed. The tuneable good stereoselectivity was attained by changing the catalyst from titanocene(III) catalyst to Lewis-acidic zinc catalyst. A method of stereodivergent intramolecular ring-opening arylation of amine-tethered epoxides to 3,4-disubstituted tetrahydroquinolines has been developed. The tuneable good stereoselectivity was attained by switching the catalyst from titanocene(III) to Lewis-acidic zinc catalyst. image