1: para-dichlorobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; 2: trifluoro acetic acid methyl ester in tetrahydrofuran; hexane T=0°C; 2.5 h;

1.1: dimethyl zinc; naphthalene-1-sulfonic acid ((R)-2-hydroxy-1-methyl-2,2-diphenyl-ethyl)-amide / n-heptane; toluene / 1.5 h / 20 °C / Inert atmosphere 1.2: 20 h / 20 °C 2.1: ethyl acetate / 1.5 h / 0 - 20 °C 2.2: 18.33 h / 0 - 20 °C 3.1: potassium phosphate / copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine / toluene / 24 h / 120 °C / Inert atmosphere View Scheme

1.1: dimethyl zinc / naphthalene-1-sulfonic acid ((R)-2-hydroxy-1-methyl-2,2-diphenyl-ethyl)-amide / n-heptane; toluene / 1.5 h / 20 °C / Inert atmosphere 1.2: 20 h / 20 °C 2.1: ethyl acetate / 1.5 h / 0 - 20 °C 2.2: 18 h / 0 - 20 °C 3.1: potassium phosphate; trans-N,N'-dimethylcyclohexane-1,2-diamine / copper(l) iodide / toluene / 24 h / 120 °C / Inert atmosphere View Scheme

1.1: dimethyl zinc / naphthalene-1-sulfonic acid ((R)-2-hydroxy-1-methyl-2,2-diphenyl-ethyl)-amide / n-heptane; toluene / 1.5 h / 20 °C / Inert atmosphere 1.2: 20 h / 20 °C 2.1: ethyl acetate / 1.5 h / 0 - 20 °C 2.2: 18 h / 0 - 20 °C 3.1: potassium phosphate; trans-N,N'-dimethylcyclohexane-1,2-diamine / copper(l) iodide / toluene / 24 h / 120 °C / Inert atmosphere View Scheme

1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -15 - 0 °C 1.2: 1.5 h / -45 - 0 °C 2.1: ethyl acetate / 5 h / 0 - 20 °C 2.2: 18.33 h / 0 - 20 °C 3.1: potassium phosphate / copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine / toluene / 24 h / 120 °C / Inert atmosphere View Scheme