Access to Cyclopropyl-Fused Azacycles via a Palladium-Catalyzed Direct Alkenylation Strategy.

Palladium-catalyzed direct alkenylation of cyclopropyl C-H bonds proceeds in high efficiency. This transformation provides access to novel cyclopropyl-fused azacycles. Ligand studies suggest that bisphosphine monoxide analogues of dppf and rac-BINAP are the active ligand species. Preliminary results support that both BozPhos and IPrMonophos ligands can achieve high enantioinduction for this novel direct alkenylation reaction. To date, this represents the first example of enantioselective C-H functionalization employing a bisphosphine monoxide ligand.