1: With CoCl2.6H2O; (S)-p-Tol-BINAP in dichloromethane; N,N-dimethyl-formamide T=20°C; 1 h; Inert atmosphere; 2: With sodium tris(acetoxy)borohydride in dichloromethane; N,N-dimethyl-formamide T=20°C; Inert atmosphereCooling with ice; optical yield given as percent de;

1.1: palladium 10 on activated carbon; hydrogen; triethylamine / methanol / 4 h / Autoclave 2.1: toluene / Reflux 3.1: CoCl2.6H2O; (S)-p-Tol-BINAP / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 3.2: 20 °C / Inert atmosphere; Cooling with ice View Scheme

1.1: palladium 10 on activated carbon; hydrogen; triethylamine / methanol / 4 h / Autoclave 2.1: toluene / Reflux 3.1: CoCl2.6H2O; (S)-p-Tol-BINAP / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 3.2: 20 °C / Inert atmosphere; Cooling with ice View Scheme

1.1: toluene / Reflux 2.1: CoCl2.6H2O; (S)-p-Tol-BINAP / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere; Cooling with ice View Scheme