Multi-step reaction with 9 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / 0 °C
1.2: 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C
2.2: 1 h / -78 - 0 °C
3.1: acetic acid / 100 °C / sealed tube
4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 45 °C
5.1: 2,6-dimethylpyridine; sodium periodate / osmium(VIII) oxide / 1,4-dioxane; tert-butyl alcohol / 20 °C
6.1: N-iodo-succinimide / acetonitrile / 0.5 h / 20 °C
7.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 90 °C
8.1: N-Bromosuccinimide / dichloromethane; acetonitrile / 0.5 h / 20 °C
9.1: potassium hydroxide / acetonitrile; water / 20 °C / Cooling with ice
With
2,6-dimethylpyridine; potassium phosphate; sodium periodate; N-Bromosuccinimide; N-iodo-succinimide; n-butyllithium; acetic acid; N-ethyl-N,N-diisopropylamine; potassium hydroxide; lithium diisopropyl amide;
osmium(VIII) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile; tert-butyl alcohol;