American Chemical Society
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Copper-Catalyzed Enantioselective Radical Chlorination of Alkenes

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posted on 2022-04-19, 21:14 authored by Dunqi Wu, Wenzheng Fan, Lianqian Wu, Pinhong Chen, Guosheng Liu
In this report, we reported a copper-catalyzed asymmetric atom transfer radical addition (ATRA) reaction, which remains a great challenge since the discovery of racemic ATRA in the 1940s. This enantioselective radical chlorination of acrylamides was developed, where three reagents, including Togni-I and TMSCl, PhICF3Cl, and CX3SO2Cl, were employed as the radical sources and chlorine source, affording a series of chlorinated carbon-centered quaternary compounds in good yields with excellent enantioselectivity. Notably, the well-designed bulky chiral ligand plays a key role in the successful enantioselective radical chlorination process.