[2,2']bipyridinyl; [NiCl2(py)4] in tetrahydrofuran T=20°C; Negishi coupling reaction; 3 h; Inert atmosphere;

(3,3-dimethyl-propyl)-phenyl-silane; boron trifluoride in dichloromethane T=0°C;

1: NH4OAc, AcOH / benzene / Heating 2: (S)-2-(4-methoxy-phenyl)-butylmagnesium chloride / diethyl ether / 18 h / Ambient temperature 3: (i) KOH, H2O, (ii) (heating), (iii) LiAlH4, Et2O 4: (i) TsCl, Py, (ii) LiAlH4, Et2O View Scheme

1: (S)-2-(4-methoxy-phenyl)-butylmagnesium chloride / diethyl ether / 18 h / Ambient temperature 2: (i) KOH, H2O, (ii) (heating), (iii) LiAlH4, Et2O 3: (i) TsCl, Py, (ii) LiAlH4, Et2O View Scheme

1: (i) KOH, H2O, (ii) (heating), (iii) LiAlH4, Et2O 2: (i) TsCl, Py, (ii) LiAlH4, Et2O View Scheme