Herein we report conditions for the enantioselective conjugate addition of trialkylaluminium reagents to cyclic vinyl epoxides catalysed by copper salts and chiral phosphorus-based ligands. The reaction must be carried out in THF, otherwise we observed only oligomeric products. The best ees have been obtained with CuTC as the copper salt and a 2,2'-binaphthyl-based phosphorus ligand. Both opening products (SN2 and SN2' pathways) were obtained with good enantioselectivity and moderate to good regioselectivity.