Visible-Light-Driven Enantioselective Radical Addition to Imines Enabled by the Excitation of a Chiral Phosphoric Acid–Imine Complex

Visible-Light-Driven Enantioselective Radical Addition to Imines Enabled by the Excitation of a Chiral Phosphoric Acid–Imine Complex

A visible-light-driven enantioselective radical addition to imines enabled by the direct excitation of a chiral phosphoric acid–imine complex was developed. By using benzothiazolines as the radical precursors, chiral amine products were obtained with high enantioselectivities (up to 98% ee). Mechani...

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Veröffentlicht in:ACS catalysis 2022-05, Vol.12 (9), p.5209-5216
Hauptverfasser: Uchikura, Tatsuhiro, Kamiyama, Nanami, Mouri, Toshiki, Akiyama, Takahiko
Format: Artikel
Sprache:eng
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Zusammenfassung:A visible-light-driven enantioselective radical addition to imines enabled by the direct excitation of a chiral phosphoric acid–imine complex was developed. By using benzothiazolines as the radical precursors, chiral amine products were obtained with high enantioselectivities (up to 98% ee). Mechanistic studies elucidated that the chiral phosphoric acid–imine complex has photoredox activities for oxidizing benzothiazolines.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.2c00993