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.
The hydroalkylation and hydroacylation of electrondeficient alkenes proceeded smoothly by using benzothiazoline derivatives as radical-transfer reagents under thermal conditions without light irradiation or any additive. Both benzyl and benzoyl moieties were transferred efficiently.
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.
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