hydrogen; palladium on activated charcoal in ethyl acetate 4 h;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 &deg;C / Inert atmosphere<br />1.2: 0.75 h / -78 - 0 &deg;C / Inert atmosphere<br />2.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 1 h / 0 - 20 &deg;C / Inert atmosphere<br />2.2: 7 h / -78 - 20 &deg;C / Inert atmosphere<br />3.1: diisobutylaluminium hydride / diethyl ether; hexane / 5 h / -78 &deg;C / Inert atmosphere<br />3.2: 2 h / -78 - 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1.1: 1H-imidazole; 4-(N,N-dimethlyamino)pyridine / N,N-dimethyl-formamide / 2 h / Inert atmosphere<br />2.1: diisobutylaluminium hydride / diethyl ether; hexane / 10 h / -78 - 20 &deg;C / Inert atmosphere<br />2.2: 0 - 20 &deg;C / Inert atmosphere<br />3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 &deg;C / Inert atmosphere<br />3.2: 0.75 h / -78 - 0 &deg;C / Inert atmosphere<br />4.1: potassium <i>tert</i>-butylate / tetrahydrofuran / 1 h / 0 - 20 &deg;C / Inert atmosphere<br />4.2: 7 h / -78 - 20 &deg;C / Inert atmosphere<br />5.1: diisobutylaluminium hydride / diethyl ether; hexane / 5 h / -78 &deg;C / Inert atmosphere<br />5.2: 2 h / -78 - 20 &deg;C / Inert atmosphere<br /> <br /> &nbsp;