sodium dithionite in dichloromethane; water T=20°C; 18 h;

methanol in methanol Irradiation (UV/VIS); solid carbene complex is added to an oven-dried Pyrex pressure tube, followed by dry methanol, contents are degassed, purged with Ar, warmed to room temp., purged with CO, pressurized with 50-90 psi CO, irradiated (450 W) for 2 d; monitored by TLC, mixt. is filtered (Celite) to remove carbonyl compound, evapn. in vacuo yields pure organic product;;

P=2585.7 - 4654.3 Torr; 48 h; Ambient temperatureIrradiation;

1: 96 percent / sodium dithionite (6 equiv) / H2O; CH2Cl2 / 18 h / 20 °C View Scheme

n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 1 h; Yield given. Multistep reaction;

n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 1 h; Yield given. Multistep reaction;

lithium aluminium tetrahydride in diethyl ether 2 h; Heating; Yield given;

1: 30percent H2O2 / ethanol; CH2Cl2 / 28 h / 62 °C 2: 1.) trifluoroacetic anhydride, 2.) NaOAc / 1.) CH2Cl2, 0 deg C, 1h, then room temp., 15 min, 2.) H2O, room temp., 30 min View Scheme