Multi-step reaction with 7 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere
2.1: silica gel / toluene / 0.5 h / 110 °C / Inert atmosphere
3.1: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / cyclohexane / 24 h / 80 °C / Inert atmosphere
4.1: boron trifluoride diethyl etherate; diisobutylaluminium hydride / dichloromethane; toluene / 4 h / -78 - 20 °C / Inert atmosphere
5.1: dimethylsulfide borane complex / tetrahydrofuran / 25.5 h / 0 - 20 °C / Inert atmosphere
5.2: 1.5 h / Inert atmosphere; Reflux
6.1: pyridine / dichloromethane / 17 h / 0 - 20 °C / Inert atmosphere
7.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 17 h / -15 - 20 °C / Inert atmosphere
With
pyridine; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); dimethylsulfide borane complex; boron trifluoride diethyl etherate; silica gel; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride;
In
tetrahydrofuran; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene; mineral oil;
3.1: Diels-Alder reaction;
DOI:10.1002/ejoc.201200513