Quinazolinones are common substructures in molecules of medicinal importance. We report an enantioselective copper‐catalyzed borylative cyclization for the assembly of privileged pyrroloquinazolinone motifs. The reaction proceeds with high enantio‐ and diastereocontrol, and can deliver products containing quaternary stereocenters. The utility of the products is demonstrated through further manipulations. The quinazolinone motif is an important feature in natural products and drug candidates although enantioselective approaches to such scaffolds remain rare. An enantioselective Cu‐catalyzed borylative cyclization delivers pyrroloquinazolines, featuring quaternary stereocenters and synthetic handles for further derivatization, with high enantio‐ and diastereocontrol.