Multi-step reaction with 7 steps
1.1: aluminum (III) chloride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
1.3: 0 °C
2.1: N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium / tetrahydrofuran; hexane / 0.5 h / -78 - -15 °C / Inert atmosphere
2.2: 3 h / -78 - 20 °C / Inert atmosphere
3.1: camphorsulfonic acid / toluene / 2 h / Reflux; Inert atmosphere
4.1: dichloromethane / 16 h / Inert atmosphere; Reflux
4.2: 20 °C / Inert atmosphere
5.1: potassium carbonate / acetone / 1.17 h / 20 °C / Inert atmosphere
6.1: sodium hydride / dichloromethane; toluene / 0.75 h / 20 °C / Inert atmosphere
7.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere
7.2: -78 °C / Inert atmosphere
With
aluminum (III) chloride; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; hexane; dichloromethane; acetone; toluene;
DOI:10.1002/chem.201101681