Radical Cross Coupling and Enantioselective Protonation through Asymmetric Photoredox Catalysis
Abstract: An unprecedented enantioselective protonation reaction enabled by photoredox catalytic radical coupling is developed. Under cooperative dicynopyrazine‐derived chromophore (DPZ) as a photosensitizer and a chiral phosphoric acid catalyst, and Hantzsch ester as a sacrificial reductant, the transformations between α‐substituted enones and cyanoazaarenes or 2‐(chloromethyl) azaaren‐1‐iums can proceed a tandem reduction, radical coupling, and enantioselective protonation process efficiently. Two classes of pharmaceutically important enantioenriched azaarene variants, which contain a synthetically versatile ketone‐substituted tertiary carbon stereocenter at the β‐ or γ‐position of the azaarenes, are synthesized with high yields and ees.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Radical Cross Coupling and Enantioselective Protonation through Asymmetric Photoredox Catalysis ; day:17 ; month:01 ; year:2024 ; extent:9
Advanced science ; (17.01.2024) (gesamt 9)
- Urheber
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Kong, Manman
Wang, Zhuoxi
Ban, Xu
Zhao, Xiaowei
Yin, Yanli
Zhang, Junmin
Jiang, Zhiyong
- DOI
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10.1002/advs.202307773
- URN
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urn:nbn:de:101:1-2024011814023761688003
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
- 15.08.2025, 07:28 MESZ
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Beteiligte
- Kong, Manman
- Wang, Zhuoxi
- Ban, Xu
- Zhao, Xiaowei
- Yin, Yanli
- Zhang, Junmin
- Jiang, Zhiyong
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