Ir-Catalyzed cyclization of α,ω-dienes with an N -methyl group via two C-H activation steps.

Iridium-catalyzed sp 3 C-H alkylation of an N -methyl group with 1,5- and 1,6-dienes proceeded to give five- and six-membered carbocyclic compounds, respectively, in high yields. The reaction involves intermolecular alkylation of the N -methyl group with a vinyl moiety and subsequent intramolecular cyclization at the β-position of the initially formed alkylated intermediate. The reaction using a chiral bidentate phosphine ligand enabled the asymmetric synthesis of the cyclic compounds.