in tetrahydrofuran T=-43 - 20°C; 2.16667 h; regioselective reaction;

in N,N-dimethyl-formamide T=20°C; 0.333333 h; Inert atmosphere;

in tetrahydrofuran T=-43°C; 0.166667 h; TemperatureTimeConcentration; regioselective reaction;

1: sodium periodate; ruthenium trichloride / water; acetonitrile; ethyl acetate / 0 °C 2: N,N-dimethyl-formamide / 0.33 h / 20 °C / |Inert atmosphere View Scheme

1.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C / |Inert atmosphere 1.2: 0.33 h / -78 °C / |Inert atmosphere 2.1: sodium periodate; ruthenium trichloride / water; acetonitrile; ethyl acetate / 0 °C 3.1: N,N-dimethyl-formamide / 0.33 h / 20 °C / |Inert atmosphere View Scheme

in tetrahydrofuran T=-78°C; 0.25 h; regioselective reaction;

in tetrahydrofuran T=20°C; Michael Addition; 3 h; TemperatureTimeConcentration; regioselective reaction;