Morse PD.
Nguyen TM.
Cruz CL.
Nicewicz DA.
* The University of North Carolina at Chapel Hill, USA
Enantioselective Counter-Anions in Photoredox Catalysis: The Asymmetric Cation Radical
Diels–Alder Reaction.
Tetrahedron 2018;
DOI:
10.1016/j.tet.2018.03.052
Key words
chiral counteranion - photoredox catalysis - Diels–Alder reaction
Significance
The Nicewicz group reports both intra- and intermolecular enantioselective Diels–Alder
reactions. The photoredox catalyst system consists of a cationic oxopyrylium photooxidant
bearing a chiral N-triflyl phosphoramide anion.
Comment
Enantioselective transformations that proceed through a radical ion pair represent
a major challenge for asymmetric catalysis. In this report, despite obtaining moderate
enantioselectivities, the authors proved the concept by introducing a chiral counteranion.
The presented results could provide insights into asymmetric photoredox reactions.
