borane-THF in tetrahydrofuran T=0 - 20°C; 1.5 h; Inert atmosphere;

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere 1.2: 3.5 h / -78 °C / Inert atmosphere 2.1: [Ru2(p-PriC6H4Me)2(μ-Cl)Cl]2; formic acid; triethylamine; (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 3.1: 2 h / Inert atmosphere; Reflux 4.1: bromine; sodium hydrogencarbonate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere 5.1: borane-THF / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme

1: [Ru2(p-PriC6H4Me)2(μ-Cl)Cl]2; formic acid; triethylamine; (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 2: 2 h / Inert atmosphere; Reflux 3: bromine; sodium hydrogencarbonate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere 4: borane-THF / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere 1.2: 3.5 h / -78 °C / Inert atmosphere 2.1: [Ru2(p-PriC6H4Me)2(μ-Cl)Cl]2; formic acid; triethylamine; (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere 3.1: 2 h / Inert atmosphere; Reflux 4.1: bromine; sodium hydrogencarbonate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere 5.1: borane-THF / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme

1: bromine; sodium hydrogencarbonate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere 2: borane-THF / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme

1: 2 h / Inert atmosphere; Reflux 2: bromine; sodium hydrogencarbonate / dichloromethane; water / 4 h / 0 - 20 °C / Inert atmosphere 3: borane-THF / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere View Scheme