Multi-step reaction with 7 steps
1: 1.) SeO2, t-BuOOH, salicylic acid, 2.) NaBH4 / 1.) CH2Cl2, 30 h, room temperature, 2.) MeOH, 0 deg C, 30 min
2: 90 percent / pyridine / CH2Cl2 / 24 h / 0 °C
3: 55 percent / 1.) POCl3, pyridine, 2.) 1N NaOH / 1.) room temperature, overnight, 2.) ethanol, 0 deg C, 4 h
4: triethylamine / CH2Cl2 / -10 °C
5: 75 percent / potassium ethoxide / ethanol / 96 h / Ambient temperature
6: 76 percent / ammonium molybdate, H2O2 (33percent) / ethanol / 15 h / Ambient temperature
7: lithium diisopropylamide, / tetrahydrofuran / -78 deg C to room temperature, overnight
With
pyridine; tert.-butylhydroperoxide; sodium hydroxide; sodium tetrahydroborate; selenium(IV) oxide; ammonium molybdate; potassium ethoxide; dihydrogen peroxide; triethylamine; salicylic acid; lithium diisopropyl amide; trichlorophosphate;
In
tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)85431-4