Multi-step reaction with 11 steps
1: 68 percent / BF3*Et2O, Zn(OAc)2 / 30 h / Ambient temperature
2: 95 percent / toluene / 500 °C
3: 93 percent / H2, (Ph3P)3RhCl / benzene
4: 91 percent / MeLi, HMPA / diethyl ether / 4 h / -78 - 0 °C
5: 80 percent / Pd(OAc)2 / acetonitrile / 7 h / Ambient temperature
6: 100 percent / BuLi, TMEDA / tetrahydrofuran
7: 1.) MeI, 2.) t-BuOK / 1.) acetone, RT, 2.) THF, RT, 4 h
8: 70 percent / CuCN / tetrahydrofuran / 5 h / -78 - -5 °C
9: t-BuOOH, VO(acac)2 / toluene / 3 h / 0 °C
10: imidazole / dimethylformamide
11: NaBH4 / ethanol / 7 h / Heating
With
1H-imidazole; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; palladium diacetate; sodium tetrahydroborate; Wilkinson's catalyst; n-butyllithium; bis(acetylacetonate)oxovanadium; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; potassium tert-butylate; zinc diacetate; methyllithium; hydrogen; methyl iodide;
In
tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1039/c39900001706