Multi-step reaction with 10 steps
1.1: Schwartz's reagent / tetrahydrofuran / 0.05 h / 20 °C / Inert atmosphere
1.2: 0.17 h / -78 °C / Inert atmosphere
1.3: 36.3 h / -30 - -25 °C / Inert atmosphere
2.1: pyridinium p-toluenesulfonate; 2,2-dimethoxy-propane / dichloromethane / 37 h / 20 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 50 h / 20 °C / Inert atmosphere
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
4.2: -78 - 20 °C / Inert atmosphere
5.1: sodium chlorite; sodium dihydrogen phosphate monohydrate / 2-methyl-but-2-ene; water; tert-butyl alcohol / 4 h / 0 °C / Inert atmosphere
6.1: dichloromethane / 48 h / 20 °C / Inert atmosphere
7.1: water; acetic acid / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
8.1: chromium(VI) oxide; sulfuric acid; water / acetone / -78 - 0 °C / Inert atmosphere
9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 10.5 h / 20 °C / Inert atmosphere
10.1: methoxybenzene; trifluoroacetic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere
With
chromium(VI) oxide; sodium chlorite; Schwartz's reagent; sodium dihydrogen phosphate monohydrate; oxalyl dichloride; sulfuric acid; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; acetic acid; dimethyl sulfoxide; methoxybenzene; N-ethyl-N,N-diisopropylamine; 2,2-dimethoxy-propane; HATU; trifluoroacetic acid;
In
tetrahydrofuran; 2-methyl-but-2-ene; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/anie.201200520