Enantioselective Radical Hydroacylation of Enals with α‑Ketoacids Enabled by Photoredox/Amine Cocatalysis

A photoredox/amine-cocatalyzed enantioselective radical hydroacylation of enals with α-ketoacids is described. Acyl radicals generated from α-ketoacids act as the acylation reagent with the iminium ions. This strategy provides an efficient way to access synthetically challenging 1,4-dicarbonyl compo...

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Veröffentlicht in:Organic letters 2019-02, Vol.21 (4), p.913-916
Hauptverfasser: Zhao, Jia-Jia, Zhang, Hong-Hao, Shen, Xu, Yu, Shouyun
Format: Artikel
Sprache:eng
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Zusammenfassung:A photoredox/amine-cocatalyzed enantioselective radical hydroacylation of enals with α-ketoacids is described. Acyl radicals generated from α-ketoacids act as the acylation reagent with the iminium ions. This strategy provides an efficient way to access synthetically challenging 1,4-dicarbonyl compounds in an enantioselective manner. The reactions of various enals with α-ketoacids show the generality and limitations of this method.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03840