10.1021/acscatal.7b01912.s001 Tianyu Huang Tianyu Huang Xiaohua Liu Xiaohua Liu Jiawen Lang Jiawen Lang Jian Xu Jian Xu Lili Lin Lili Lin Xiaoming Feng Xiaoming Feng Asymmetric Aerobic Oxidative Cross-Coupling of Tetrahydroisoquinolines with Alkynes American Chemical Society 2017 O 2 enantioselective electrophilic addition yield Asymmetric Aerobic Oxidative Cross-Coupling terminal oxidation dioxide Tetrahydroisoquinoline Alkyne intermediate enantioselectivitie iminium bimetallic alkynyl formation oxidant oxidative tetrahydroisoquinoline chiral alkyne α- acetylide 2017-07-25 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Asymmetric_Aerobic_Oxidative_Cross-Coupling_of_Tetrahydroisoquinolines_with_Alkynes/5263066 An efficient asymmetric aerobic oxidation of tetrahydroisoquinolines with terminal alkynes was realized under mild reaction conditions using O<sub>2</sub> as the sole oxidant. A chiral <i>N,N</i>′-dioxide/zinc­(II)/iron­(II) bimetallic cooperative catalytic system proves to be efficient for the formation of various α-alkynyl substituted tetrahydroisoquinolines in good to excellent yields and enantioselectivities. A primary mechanistic study supports an enantioselective electrophilic addition of zinc acetylide to the iminium intermediates, formed through a molecular O<sub>2</sub>-involved oxidative process.