1: 1.) potassium t-butoxide / 1.) THF, -20 deg C 2h; 2.) THF, -13 deg C, rt 12 h 2: 80 percent / p-toluenesulfonic acid / methanol / 1.) rt 40 min; 2.) 50 deg C 2.5 h View Scheme

1: 1.) NaNH2, HMPA / 1.) THF, RT, 90 min, 2.) THF, from -78 deg C to RT, 5 h 2: 89 percent / CBr4, Ph3P / CH2Cl2 / Ambient temperature 3: 1.) n-BuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, HMPA, -10 deg C, 3 h 4: 57 percent / p-toluenesulfonic acid / methanol / 4 h / 60 °C 5: 91 percent / H2, quinoline / Pd/CaCO3 / hexane 6: 82 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme

diisobutylaluminium hydride in toluene; pentane T=-78°C; 2 h;

oxidation;

pyridinium p-toluenesulfonate; pyridinium chlorochromate

1: 95 percent / Amberlist15 / CH2Cl2 / 6 h / Ambient temperature 2: 1.) O3, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, from -78 deg C to RT View Scheme

暂无反应条件数据

1: 75 percent / conc.HCl / 22 h / Ambient temperature 2: 87 percent / diisobutylaluminum hydride / toluene; pentane / 2 h / -78 °C View Scheme

1: 95 percent / Amberlist15 / CH2Cl2 / 6 h / Ambient temperature 2: 1.) O3, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, from -78 deg C to RT View Scheme

1: ozone / dichloromethane / -78 °C 2: triphenylphosphine / 20 °C / |Inert atmosphere View Scheme