(Sa,S)-[(C8H12)Ir(P(3,5-(tert-butyl)2C6H3)2C8H7CC8H7C3NOH3(benzyl))][tetrakis[3,5-bis(trifluoromethyl)phenyl]borate]; hydrogen; triethylamine in methanol T=60°C; P=4560.31 Torr; 20 h; AutoclaveInert atmosphere; Reagent/catalyst; enantioselective reaction;

silver tetrafluoroborate; (S)-cyclohexyl-BINAP; hydrogen; triethylamine; rhodium(I) chloride in methanol T=25°C; P=38000 Torr; 24 h; asymmetric hydrogenation, various substrates and chiral ligands; Product distribution;

1: With (R)-1-phenyl-ethyl-amine in ethanol Heating; 2: With sulfuric acid T=0°C; Further stages.;

potassium permanganate; sodium periodate; potassium carbonate in water; tert-butyl alcohol 2 h; Ambient temperature;

(1R,2S)-1-amino-benz[f]indan-2-ol in ethanol; water 13 h; Title compound not separated from byproducts;

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 25 - 40 °C / |Inert atmosphere; |Schlenk technique 1.2: |Cooling with ice 2.1: triethylamine; hydrogen; (Sa,S)-[(C8H12)Ir(P(3,5-(tert-butyl)2C6H3)2C8H7CC8H7C3NOH3(benzyl))][tetrakis[3,5-bis(trifluoromethyl)phenyl]borate] / methanol / 20 h / 60 °C / 4560.31 Torr / |Autoclave; |Inert atmosphere View Scheme

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 25 - 40 °C / |Inert atmosphere; |Schlenk technique 1.2: |Cooling with ice 2.1: triethylamine; hydrogen; (Sa)-[(C8H12)Ir(P(3,5-(tert-butyl)2C6H3)2C8H7CC8H7C3NOH4)][tetrakis[3,5-bis(trifluoromethyl)phenyl]borate] / methanol / 20 h / 60 °C / 4560.31 Torr / |Autoclave; |Inert atmosphere View Scheme

1: 1.) lithium diisopropylamide / 1.) HMPA, THF, -78 deg C, 30 min; 2.) -78 deg C to -30 deg C, 4.0 h 2: aq. H2SO4 View Scheme

1: 1) sec-BuLi / 1) ether, r.t. 2) -78 deg C 2: 81 percent / Heating 3: 1) sec-BuLi / 1) toluene, -78 deg C, 15-30 min 2) -78 deg C, 10 min 4: RuCl3, NaIO4 / acetonitrile; CCl4; H2O View Scheme

1: 81 percent / Heating 2: 1) sec-BuLi / 1) toluene, -78 deg C, 15-30 min 2) -78 deg C, 10 min 3: RuCl3, NaIO4 / acetonitrile; CCl4; H2O View Scheme