Multi-step reaction with 9 steps
1: 63 percent / DBU / ethanol / 40 h / Ambient temperature
2: 96 percent / MnO2 / CH2Cl2
3: 98 percent / DIBAL, CuI / toluene; hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C
4: 93 percent / NaBH4, CeCl3*7H2O / methanol
5: 98 percent / imidazole / dimethylformamide
6: 85 percent / LiBH4 / tetrahydrofuran
7: 88 percent / NaHCO3 / diphenyl ether / 0.5 h / 260 °C
8: 95 percent / H2 / PtO2 / ethyl acetate
9: 97 percent / Et3N / CH2Cl2
With
1H-imidazole; manganese(IV) oxide; sodium tetrahydroborate; copper(l) iodide; lithium borohydride; cerium(III) chloride; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diphenylether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-1998-1851