1H-imidazole; iodine; triphenylphosphine in dichloromethane T=20°C; 6 h;

1: diethyl malonate With sodium hydride in tetrahydrofuran T=0 - 20°C; 2: 4-iodo-1,6-heptadiene in tetrahydrofuran 120 h; Heating;

1.1: sodium hydride / tetrahydrofuran / 0 - 20 °C 1.2: 94.8 percent / tetrahydrofuran / 120 h / Heating 2.1: 99.6 percent / bis(tricyclohexylphosphine)benzylidine ruthenium dichloride / CH2Cl2 / 2 h 3.1: ozone / ethyl acetate / -78 °C 3.2: H2 / Pd/C / ethyl acetate / 0.08 h / 20 °C / 1551.44 Torr View Scheme