Copper-catalyzed enantioselective arylboronation of activated alkenes leading to chiral 3,3′-disubstituted oxindoles

We here describe the first example of copper-catalyzed enantioselective arylboronation of activated alkenes with bis(pinacolato)diboron (B(2)Pin(2)) for the synthesis of chiral 3,3 '-disubstituted oxindoles. This method enables the formation of a C(sp(2))-C(sp(3)) bond and a C(sp(3))-B bond in a single operation, and provides a new asymmetric synthetic toolbox to incorporate boron atoms into heterocycle motifs using inexpensive copper catalysis.

Automated summary

This study describes a novel copper-catalyzed method for incorporating boron atoms into heterocycle motifs, enabling the synthesis of chiral 3,3'-disubstituted oxindoles in a single operation. The method provides a new asymmetric synthetic toolbox and utilizes inexpensive copper catalysis.