Multi-step reaction with 7 steps
1: 58 percent / BF3*OEt2 / propan-2-ol; nitromethane / 2 h / -20 °C
2: 79 percent / pyrrolidine / benzene / 2 h / Heating
3: 1.) LDA / 1.) -78 deg C, THF, 1.5 h, 2.) -78 deg C, THF, 15 min
4: 1.) SO3*Py, DMSO, 2.) Et3N
5: 70 percent / 4.17M t-BuOOH, 40percent triton B / tetrahydrofuran; toluene; methanol / Ambient temperature
6: 0.27 mmol / diethyl ether; tetrahydrofuran / 0.08 h / 0 °C
7: 1.) conc H2SO4, 2.) 48percent HF / 1.) THF, 3 d, room temp., 2.) CH3CN, 30 min, room temp.
With
pyrrolidine; tert.-butylhydroperoxide; pyridine-SO3 complex; sulfuric acid; boron trifluoride diethyl etherate; hydrogen fluoride; N-benzyl-trimethylammonium hydroxide; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; nitromethane; isopropyl alcohol; toluene; benzene;
DOI:10.1016/S0040-4020(01)86136-6