Multi-step reaction with 8 steps
1.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / 1,2-dichloro-ethane / 2 h / 20 °C
2.1: sodium hydroxide / ethanol; water / 3 h / 80 °C
3.1: triethylamine / dichloromethane / 2 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C
5.1: sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 20 °C
5.2: 1 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 2 h / 20 °C
7.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 4 h / 20 °C
With
hydrogenchloride; sodium dihydrogenphosphate; 2-methyl-but-2-ene; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; Dess-Martin periodane; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; tert-butyl alcohol;
4.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2011.12.075