formic acid; [Ru2(p-PriC6H4Me)2(μ-Cl)Cl]2; triethylamine; (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine in dichloromethane T=28°C; 2 h; Inert atmosphere;

1: 60percent aq. nitric acid / 0.33 h / 0 °C 2: Et3N / CHCl3 / 3 h / Ambient temperature View Scheme

N,O-di[3,5-bis(trifluoromethyl)benzyl]cinchoninium bromide; potassium carbonate in toluene T=-30°C; 72 h; optical yield given as percent eeenantioselective reaction;

1: ammonium cerium (IV) nitrate; acetic acid; sodium nitrite / chloroform / Inert atmosphere; Sonication 2: (S)-C3-TunePhos; [Rh(norbornadiene)2]SbF6; hydrogen / dichloromethane / 22 h / 45 °C / 45603.1 Torr / Autoclave View Scheme

1: With nitric acid; acetic anhydride 2: With triethylamine in chloroform Further stages. Title compound not separated from byproducts.;

formic acid; [{(η5-C5Me5)RhCl}2(μ-Cl)2]; water; sodium formate; (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine T=28°C; 2 h; Inert atmosphere; optical yield given as percent eechemoselective reaction;

1: ammonium cerium (IV) nitrate 2: [Rh(norbornadiene)2]SbF6; (S(c)R(p))-DuanPhos; triethylamine; hydrogen / methanol / 18 h / 40 °C / 15201 Torr / |Autoclave View Scheme

1.1: n-butyllithium / diethyl ether; hexane / 1 h / Inert atmosphere 1.2: 24 h / 20 °C / Inert atmosphere 2.1: ammonium cerium (IV) nitrate; acetic acid; sodium nitrite / chloroform / Inert atmosphere; Sonication 3.1: (S)-C3-TunePhos; [Rh(norbornadiene)2]SbF6; hydrogen / dichloromethane / 22 h / 45 °C / 45603.1 Torr / Autoclave View Scheme

P=13239.1 Torr;