1.1: n-butyllithium / tetrahydrofuran / 1 h / -10 - -5 °C / |Inert atmosphere 1.2: 1 h / -10 - -5 °C 2.1: copper(l) iodide / N,N-dimethyl-formamide / 12 h / 60 - 70 °C 3.1: hydrogenchloride / water; dichloromethane / 4 h / 20 °C 4.1: methanol / 1 h / 0 - 10 °C 5.1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 10 °C 6.1: methanol; water / 1 h / 0 - 20 °C 6.2: 2 h / 0 - 20 °C 7.1: hydrogenchloride / water / 24 h / 20 °C 8.1: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 25 h / 0 - 20 °C 9.1: iodine; potassium acetate / ethanol / 3 h / 80 °C View Scheme

Bi(1+)*NO3(1-)=BiNO3 in dichloromethane T=20°C; 2 h;

lithium boron tetrafluoride in methanol 0.833333 h; Heating;

hydrogenchloride T=100°C;

T=100°C;

1.1: n-butyllithium / tetrahydrofuran / 1 h / -10 - -5 °C / |Inert atmosphere 1.2: 1 h / -10 - -5 °C 2.1: copper(l) iodide / N,N-dimethyl-formamide / 12 h / 60 - 70 °C 3.1: hydrogenchloride / water; dichloromethane / 4 h / 20 °C 4.1: methanol / 1 h / 0 - 10 °C 5.1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 10 °C 6.1: methanol; water / 1 h / 0 - 20 °C 6.2: 2 h / 0 - 20 °C 7.1: hydrogenchloride / water / 24 h / 20 °C 8.1: sodium tetrahydroborate; trifluoroacetic acid / dichloromethane / 25 h / 0 - 20 °C View Scheme

1.1: n-butyllithium / tetrahydrofuran / 1 h / -10 - -5 °C / |Inert atmosphere 1.2: 1 h / -10 - -5 °C 2.1: copper(l) iodide / N,N-dimethyl-formamide / 12 h / 60 - 70 °C 3.1: hydrogenchloride / water; dichloromethane / 4 h / 20 °C View Scheme

n-butyllithium 1) ether, ice-water cooling, 1 h, 2) dry ice-acetone bath; Yield given. Multistep reaction;

TiF4 T=20°C; 57 h; screw-capped vialInert atmosphereneat (no solvent);