Multi-step reaction with 9 steps
1.1: 1H-imidazole / dichloromethane / 1 h / 0 °C
2.1: n-butyllithium / hexane; tetrahydrofuran / 1.25 h / -78 - 20 °C / Inert atmosphere
2.2: 3 h / -78 - 20 °C
3.1: potassium carbonate / palladium diacetate / PEG 400 / 3 h / 20 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / 1,4-diaza-bicyclo[2.2.2]octane / water / 24 h / 45 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -10 °C
8.1: pyridinium p-toluenesulfonate / dichloromethane / 17 h / 20 °C
9.1: tetrabutyl ammonium fluoride / water; tert-Amyl alcohol / 6 h / 100 °C
9.2: 0.5 h / 80 °C
With
1H-imidazole; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; caesium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine;
1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate;
In
tetrahydrofuran; tert-Amyl alcohol; hexane; dichloromethane; water; N,N-dimethyl-formamide; PEG 400;