Pd‐Catalyzed Umpolung of η3‐Benzylpalladium Enabled the Construction of All‐Carbon α‐Vinyl Quaternary Aldehydes

Abstract

AbstractA 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