Multi-step reaction with 6 steps
1: 90 percent / benzene / 120 h / 25 °C
2: 1.) t-BuOOH, Triton B, 2.) NaOH / 1.) THF, -20 deg C, 2.) 25 deg C
3: 1.) t-BuOOH, Triton B, 2.) Li, NH3 / 1.) THF, 25 deg C, 2.) THF, EtOH
4: 1.) Ac2O, C5H5N, 2.) HMPA / 1.) 0 deg C, 2.) H2O, irradiation
6: 80 percent / sodium hydride / tetrahydrofuran / 0 °C
With
pyridine; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; ammonia; acetic anhydride; N-benzyl-trimethylammonium hydroxide; lithium; sodium hydride;
In
tetrahydrofuran; benzene;
DOI:10.1021/ja00530a072