Multi-step reaction with 7 steps
1.1: triethylamine; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere
2.1: silver(l) oxide / dichloromethane / 16 h / 20 °C / Inert atmosphere; Molecular sieve
3.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere
4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 0.25 h / 20 °C / Inert atmosphere
4.2: 40 °C / Inert atmosphere
5.1: trifluoroacetic acid / water / 1 h / 20 °C / Inert atmosphere
6.1: (acetylacetonato)dicarbonylrhodium (I); 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); hydrogen; pyridinium p-toluenesulfonate / tetrahydrofuran / 16 h / 70 °C / 3750.38 Torr / Autoclave
7.1: camphorsulfonic acid / 5 h / Reflux; Inert atmosphere
With
hydrogenchloride; dmap; (acetylacetonato)dicarbonylrhodium (I); hydrogen; pyridinium p-toluenesulfonate; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; silver(l) oxide;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1039/c4cc03660c