Radical Cross Coupling and Enantioselective Protonation through Asymmetric Photoredox Catalysis

Autor:	Manman Kong, Zhuoxi Wang, Xu Ban, Xiaowei Zhao, Yanli Yin, Junmin Zhang, Zhiyong Jiang
Jazyk:	angličtina
Rok vydání:	2024
Předmět:	asymmetric catalysis azaarenes enantioselective protonation photoredox catalysis radical coupling Science
Zdroj:	Advanced Science, Vol 11, Iss 12, Pp n/a-n/a (2024)
Druh dokumentu:	article
ISSN:	2198-3844
DOI:	10.1002/advs.202307773
Popis:	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.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/6e084b09c9e741bd90083cd55c667291 Zobrazit plný text záznamu View record in DOAJ Plný text ve formátu PDF Plný text ve formátu HTML
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