1: 89 percent / imidazole / dimethylformamide / 12 h / Ambient temperature 2: 1.) n-BuLi / 1.) hexane, THF, -40 deg C, 3 h, 2.) hexane, THF, rt, overnight 3: 83 percent / Bu4NF / tetrahydrofuran / Ambient temperature View Scheme

1: diisopropylethylamine / toluene / 1 h / 0 °C 2: 0.245 g / lithium triethylborohydride / tetrahydrofuran / 1 h / 0 - 20 °C View Scheme

sodium hydride in ethylene glycol dimethyl ether 56 h; further solvents, reagents and reaction time; Product distributionMechanism;

<b>Multi-step reaction with 2 steps<br /> </b>1: 77 percent / LiAlH₄ / diethyl ether / 6 h / Ambient temperature<br />2: 56 percent / n-BuLi<br /> <br /> &nbsp;