Multi-step reaction with 6 steps
1.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere
2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h / 20 °C / Inert atmosphere
3.1: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere
4.1: tetrahydrofuran / 3 h / -78 °C / Inert atmosphere
5.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane-THF / tetrahydrofuran; toluene / 6 h / -78 - 20 °C / Inert atmosphere
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere
6.2: 12 h / 20 °C
With
dmap; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1002/ejoc.201301365