dihydrogen peroxide; acetic acid in tetrahydrofuran T=0°C; 0.5 h;

1: 98 percent / H2 / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature 2: 1.) 2,2,6,6-tetramethylpiperidine, n-butyllithium / 1.) THF, from -78 deg C to RT, 30 min, 2.) THF, -78 deg C, 1 h 3: 1.) lithium 2,2,6,6-tetramethylpiperidide, hexamethylphosphoric triamide / 1.) THF, from -78 deg C to RT, 2.) THF, room temp., 30 min 4: 100 percent / acetic acid, 30percent H2O2 / tetrahydrofuran / 0.5 h / 0 °C View Scheme

1: 1.) lithium 2,2,6,6-tetramethylpiperidide, hexamethylphosphoric triamide / 1.) THF, from -78 deg C to RT, 2.) THF, room temp., 30 min 2: 100 percent / acetic acid, 30percent H2O2 / tetrahydrofuran / 0.5 h / 0 °C View Scheme

1: 1.) 2,2,6,6-tetramethylpiperidine, n-butyllithium / 1.) THF, from -78 deg C to RT, 30 min, 2.) THF, -78 deg C, 1 h 2: 1.) lithium 2,2,6,6-tetramethylpiperidide, hexamethylphosphoric triamide / 1.) THF, from -78 deg C to RT, 2.) THF, room temp., 30 min 3: 100 percent / acetic acid, 30percent H2O2 / tetrahydrofuran / 0.5 h / 0 °C View Scheme

1: 1.) lithium diisopropylamide (LDA) / 1.) THF, from -78 deg C to RT, 2.) THF, reflux, 17.5 h 2: 1.) lithium 2,2,6,6-tetramethylpiperidide, hexamethylphosphoric triamide / 1.) THF, from -78 deg C to RT, 2.) THF, room temp., 30 min 3: 100 percent / acetic acid, 30percent H2O2 / tetrahydrofuran / 0.5 h / 0 °C View Scheme

1: 1.) 2,2,6,6-tetramethylpiperidine, n-butyllithium / 1.) THF, from -78 deg C to RT, 30 min, 2.) THF, -78 deg C, 1 h 2: 1.) lithium 2,2,6,6-tetramethylpiperidide, hexamethylphosphoric triamide / 1.) THF, from -78 deg C to RT, 2.) THF, room temp., 30 min 3: 100 percent / acetic acid, 30percent H2O2 / tetrahydrofuran / 0.5 h / 0 °C View Scheme

1: 30 percent / CHCl3 / 4 h / Heating 2: silica gel / hexane; ethyl acetate 3: 70 percent / sodium iodide, chloro(trimethyl)silane / acetonitrile / Heating 4: 95 percent / NaH / tetrahydrofuran / 1 h / Ambient temperature 5: 50 percent / pyridine / CH2Cl2 / 18 h / Ambient temperature 6: 90 percent / acetic aic, 30percent aq. H2O2 / CH2Cl2 / 1 h / 0 °C View Scheme

1: 78 percent / CHCl3 / 6 h / Heating 2: 30 percent / CHCl3 / 4 h / Heating 3: silica gel / hexane; ethyl acetate 4: 70 percent / sodium iodide, chloro(trimethyl)silane / acetonitrile / Heating 5: 95 percent / NaH / tetrahydrofuran / 1 h / Ambient temperature 6: 50 percent / pyridine / CH2Cl2 / 18 h / Ambient temperature 7: 90 percent / acetic aic, 30percent aq. H2O2 / CH2Cl2 / 1 h / 0 °C View Scheme

1: 50 percent / pyridine / CH2Cl2 / 18 h / Ambient temperature 2: 90 percent / acetic aic, 30percent aq. H2O2 / CH2Cl2 / 1 h / 0 °C View Scheme

1: silica gel / hexane; ethyl acetate 2: 70 percent / sodium iodide, chloro(trimethyl)silane / acetonitrile / Heating 3: 95 percent / NaH / tetrahydrofuran / 1 h / Ambient temperature 4: 50 percent / pyridine / CH2Cl2 / 18 h / Ambient temperature 5: 90 percent / acetic aic, 30percent aq. H2O2 / CH2Cl2 / 1 h / 0 °C View Scheme