Multi-step reaction with 6 steps
1.1: diisobutylaluminium hydride / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere; Cooling with ice
1.2: Inert atmosphere; Saturated solution; Cooling with ice
2.1: pyridine / dichloromethane / 5 h / 20 °C / Inert atmosphere
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / Inert atmosphere; Reflux
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 1,2-dichloro-ethane / 1 h / Inert atmosphere; Reflux
5.1: 20 % Pd(OH)2/C; hydrogen
6.1: methanol; magnesium / 4 h / Reflux
With
pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; 20 % Pd(OH)2/C; hydrogen; diisobutylaluminium hydride; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.tet.2011.08.025