5-palladium/activated carbon; hydrogen in tetrahydrofuran; methanol T=40°C; 12 h;

1: p-TSA 2: pyridine*HBr3 3: t-BuOK / dimethylsulfoxide 4: p-TSA / acetone; H2O View Scheme

1.1: triethylamine / dichloromethane / 1 h / 20 °C 2.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C 3.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C 3.2: 2 h / 0 - 8 °C 4.1: pyridine / 4-(N,N-dimethlyamino)pyridine / 2 h / 20 °C 5.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C 6.1: hydrogen / palladium 10 on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr 7.1: potassium carbonate; methanol / 4 h / 20 °C View Scheme

toluene-4-sulfonic acid

sodium borohydride in tetrahydrofuran; methanol

暂无反应条件数据

1: 97 percent / sodium methoxide / toluene 2: 77 percent / benzene / Heating 3: 86 percent / NaOMe / propan-1-ol / 70 h / 80 - 90 °C 4: 43 percent / DCC / CH2Cl2 / 7 h / 20 °C View Scheme

1: p-TSA 2: pyridine*HBr3 3: t-BuOK / dimethylsulfoxide View Scheme