1.1: dibutyltin oxide / methanol / 1 h / Heating 1.2: 19 percent / Bu4NBr / toluene / 15 h / Heating 2.1: 92 percent / pyridine 3.1: AcOH; H2O / 3 h / 90 °C 3.2: 54 percent / pyridine / 12 h / 20 °C View Scheme

1: 1.) NaH / 1.) DMF, -5 deg C, 1.5 h, 2.) room temperature, 3 h 2: 90 percent / pyridine / 3 h / Ambient temperature 3: 80percent AcOH / 4 h / 90 °C 4: pyridine / 72 h / Ambient temperature 5: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TMS-triflate / 1.) CH3CN, room temperature, 1 h, 2.) 60 deg C, 2 h 6: 95 percent / NaOMe / methanol / 0.17 h / Ambient temperature 7: 1.) pTsCl, 2.) NaH / 1.) CH2Cl2, Py, -10 deg C, 3 h, 2.) DMF, 0 deg C, 12 h 8: 78 percent / H2 / Pd(OH)2/C / ethanol / 4 h View Scheme

sodium hydroxide in 1,4-dioxane; water T=0 - 20°C; 144 h;

sodium hydroxide in 1,4-dioxane Cannizzaro reaction;

暂无反应条件数据

1: aq. HCl / ethanol 2: aq. NaIO4 / methanol 3: 94 percent / aq. NaOH / dioxane View Scheme

1.1: sodium hydride / mineral oil; acetonitrile / 1 h / 0 °C / |Inert atmosphere 1.2: 4.5 h / 0 °C 2.1: acetic acid / water / 72 h / 20 °C 3.1: sodium periodate / water / 1 h / 0 °C 4.1: sodium hydroxide / water; 1,4-dioxane / 144 h / 0 - 20 °C View Scheme

1.1: sodium hydride / mineral oil; acetonitrile / 1 h / 0 °C / |Inert atmosphere 1.2: 4.5 h / 0 °C 2.1: acetic acid / water / 72 h / 20 °C 3.1: sodium periodate / water / 1 h / 0 °C 4.1: sodium hydroxide / water; 1,4-dioxane / 144 h / 0 - 20 °C View Scheme

1.1: 98 percent / pyridine / 1 h / 20 °C 2.1: 97 percent / conc. H2SO4 / acetic acid / 24 h / 20 °C 3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / Heating 3.2: 88 percent / trimethylsilyl triflate / acetonitrile / 4 h / Heating 4.1: 94 percent / aq. NaOH / dioxane; H2O / 1 h / 20 °C 5.1: 86 percent / dimethylformamide / 5 h / 100 °C 6.1: 91 percent / aq. NaOH / tetrahydrofuran / 1 h 7.1: 83 percent / HCO2NH4 / Pd(OH)2/C / methanol / 0.17 h / Heating View Scheme