Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2018; 14(06): 0639
DOI: 10.1055/s-0037-1609986
DOI: 10.1055/s-0037-1609986
Organo- and Biocatalysis
Cation Radical Diels–Alder Reactions via Asymmetric Counteranion-Directed Catalysis
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
Enantioselective Counter-Anions in Photoredox Catalysis: The Asymmetric Cation Radical Diels–Alder Reaction.
Tetrahedron 2018;
DOI: 10.1016/j.tet.2018.03.052
Further Information
Publication History
Publication Date:
17 May 2018 (online)
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.
#
#