Pd‐Catalyzed Umpolung of η 3 ‐Benzylpalladium Enabled the Construction of All‐Carbon α ‐Vinyl Quaternary Aldehydes

A Pd‐catalyzed decarboxylative approach for the construction of 2‐allyl‐2,2‐diarylacetaldehydes via dearomative umpolung strategy is reported. The reaction is applicable to a number of cyclic carbonates or allylic acetates featuring with different functional groups. These reactions could be performe...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2023-02, Vol.365 (3), p.330-334
Main Authors: Zuo, Linhong, Guo, Wusheng
Format: Article
Language:English
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Summary:A Pd‐catalyzed decarboxylative approach for the construction of 2‐allyl‐2,2‐diarylacetaldehydes via dearomative umpolung strategy is reported. The reaction is applicable to a number of cyclic carbonates or allylic acetates featuring with different functional groups. These reactions could be performed in a gram‐scale but without loss of the reaction efficiency. The control experiments suggest that the reaction proceeds though a palladium catalyzed dearomative decarboxylation step followed by an umpolung nucleophilic attack. magnified image
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202201220