1: 98 percent / H2 / 5percent Pd/C / toluene; ethyl acetate / 2 h / 760 Torr / Ambient temperature 2: 95 percent / pyridinium chlorochromate adsorbed on alumina / CH2Cl2 / 12 h 3: 64 percent / tri-N-methylanilinium perbromide / tetrahydrofuran / 1) 15 min, 0 deg C, 2) 15 min, rt 4: 90 percent / LiHCO3, LiBr / dimethylformamide / 0.5 h / Heating 5: 60 percent / H2, quinoline / 5percent Pd/CaCO3 / ethanol / 0.27 h / 760 Torr / Ambient temperature 6: 72 percent / H2, 0.1 N NaOH / 5percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in ethyl acetate; toluene P=760 Torr; 2 h; Ambient temperature;

hydrogen; Raney Ni-W4 in 1,4-dioxane; ethanol 16 h; Ambient temperature;

anschliessendes Behandeln mit Natrium und Propanol-(1);

1: 72.4 percent / Et2Zn / 1,2-dichloro-ethane; toluene / 120 h / 10 °C 2: 8 percent / Mycobacterium sp. (NRRL B-3805); Nutrient broth-dextrose medium / dimethylformamide / 120 h / 26 - 28 °C View Scheme