Enantioselective counter-anions in photoredox catalysis: The asymmetric cation radical Diels-Alder reaction

Enantioselective counter-anions in photoredox catalysis: The asymmetric cation radical... Control of absolute stereochemistry in radical and ion radical transformations is a major challenge in synthetic chemistry. Herein, we report the design of a photoredox catalyst system comprised of an oxidizing pyrilium salt bearing a chiral N-triflyl phosphoramide anion. This class of chiral organic photoredox catalysts is able to catalyze the formation of cation radical-mediated Diels-Alder transformations in up to 75:25 e.r. in both intramolecular and intermolecular examples. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Tetrahedron Elsevier

Enantioselective counter-anions in photoredox catalysis: The asymmetric cation radical Diels-Alder reaction

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Publisher
Elsevier
Copyright
Copyright © 2018 Elsevier Ltd
ISSN
0040-4020
D.O.I.
10.1016/j.tet.2018.03.052
Publisher site
See Article on Publisher Site

Abstract

Control of absolute stereochemistry in radical and ion radical transformations is a major challenge in synthetic chemistry. Herein, we report the design of a photoredox catalyst system comprised of an oxidizing pyrilium salt bearing a chiral N-triflyl phosphoramide anion. This class of chiral organic photoredox catalysts is able to catalyze the formation of cation radical-mediated Diels-Alder transformations in up to 75:25 e.r. in both intramolecular and intermolecular examples.

Journal

TetrahedronElsevier

Published: Jun 28, 2018

References

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