diisobutylaluminium hydride in toluene 0.5 h; Ambient temperature;

1: 84 percent / dimethylformamide / 2 h / Heating 2: 60 percent / DIBAH / toluene / 0.5 h / Ambient temperature View Scheme

1: 1.) triphenylphosphine / 1) CH2Cl2, 0 deg C, 15 min; 2) CH2Cl2, 30 min, room temperature 2: 86 percent / dimethylformamide / 0.5 h / Heating 3: 84 percent / dimethylformamide / 2 h / Heating 4: 60 percent / DIBAH / toluene / 0.5 h / Ambient temperature View Scheme

1: 86 percent / dimethylformamide / 0.5 h / Heating 2: 84 percent / dimethylformamide / 2 h / Heating 3: 60 percent / DIBAH / toluene / 0.5 h / Ambient temperature View Scheme

potassium tert-butylate in tetrahydrofuran T=18°C; 20 h;