Multi-step reaction with 14 steps
1.1: diisobutylaluminium hydride / toluene / 1.5 h / -70 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Cooling with ice
2.2: 3.5 h / -70 - 20 °C
3.1: sodium hydride / mineral oil / 0.08 h / 5 °C / Inert atmosphere
3.2: 2.83 h / 20 °C
4.1: bis(tri-t-butylphosphine)palladium(0) / toluene; tetrahydrofuran / 2 h / 20 - 80 °C / Inert atmosphere
5.1: bis[1,1-di(trifluoromethyl)ethoxy][(2,6-diisopropylphenyl)imino](2-methyl-2-phenylpropylidene)molybdenum / toluene / 18 h / 85 °C / Inert atmosphere
6.1: sodium hydroxide; water / ethanol / 2 h / 20 °C
7.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere
8.1: hydrogen / (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate / dichloromethane / 3.83 h / 20 °C / Inert atmosphere
9.1: dimethylaluminum chloride / dichloromethane; hexane / 3.67 h / -20 °C / Inert atmosphere
10.1: toluene-4-sulfonic acid / toluene / 1 h / 20 °C / Inert atmosphere
11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 45 °C / Inert atmosphere
12.1: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / ethyl acetate; dimethyl sulfoxide / 0.67 h / 0 °C / Inert atmosphere
13.1: potassium phosphate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
14.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / 103 h / 20 °C / Inert atmosphere
With
potassium phosphate; tetrabutyl ammonium fluoride; water; hydrogen; dimethylaluminum chloride; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; (bis-(2-methoxyethyl)amino)sulfur trufluoride;
bis[1,1-di(trifluoromethyl)ethoxy][(2,6-diisopropylphenyl)imino](2-methyl-2-phenylpropylidene)molybdenum; bis(tri-t-butylphosphine)palladium(0); (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;