1: 1-n-decene With 9-bora-bicyclo[3.3.1]nonane in tetrahydrofuran T=20°C; 6 h; 2: 2'-hydroxy-2-methoxy-4'-trifluoromethanesulfonyloxy-acetophenone With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=65°C; Heating / reflux;

1: trifluoromethylsulfonic anhydride; 2,4-dihydroxy-ω-methoxyacetophenone With 2,6-dimethylpyridine in dichloromethane 2 h; 2: 9-decyl-9-borabicyclo[3.3.1]nonane With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); potassium bromide in tetrahydrofuran; water T=65°C; Suzuki cross-coupling; 2 h;

1.1: tetrahydrofuran / 20 °C 2.1: 2,6-lutidine / CH2Cl2 / 2 h 2.2: Pd(PPh3)4; K3PO4; KBr / tetrahydrofuran; H2O / 2 h / 65 °C View Scheme

1.1: zinc chloride; hydrogen chloride / diethyl ether / 2 h 1.2: 48 percent / H2O / 1 h / Heating 2.1: 2,6-lutidine / CH2Cl2 / 2 h 2.2: Pd(PPh3)4; K3PO4; KBr / tetrahydrofuran; H2O / 2 h / 65 °C View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C / Inert atmosphere 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere 2.2: -20 °C / Inert atmosphere 3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C / Inert atmosphere View Scheme

4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane T=20°C;

4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane T=20°C;

1: 1.01 g / 4-(dimethylamino)pyridine; EDCI / CH2Cl2 / 20 °C 2: 88 percent / lithium hexamethyldisilylazide / tetrahydrofuran / 1 h / -20 °C 3: 69 percent / trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 1 h / 20 °C View Scheme

4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane T=20°C;

4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane T=20°C; 24 h; Inert atmosphere;