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

Authors：Zhao, Cong-Cong; Shen, Chaoren; Wang, Bin; Rong, Liangce^*; Dong, Kaiwu^*

Source：European Journal of Organic Chemistry, 2024.

DOI：10.1002/ejoc.202301271

• arylation
• epoxide
• Lewis acid
• stereoselectivity
• titanocene

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