Diastereoselective Carbonyl Allylation with Simple Olefins Enabled by Palladium Complex-Catalyzed C–H Oxidative Borylation

A highly diastereo­selective Pd-catalyzed carbonyl allyl­ation of aldehydes and isatins directly using simple acyclic olefins as allyl­ating reagents is described. This transformation is actually a sequential process consisting of a Pd-catalyzed oxidative allylic C–H borylation and an allyl­boration of carbonyls accelerated by phosphoric acid, wherein a wide scope of olefins could be tolerated. The oxidant is revealed to play a key role in the successful realization of the allylic C–H activation-based allylation