1: 95 percent / LiBr / acetone / 6 h / Heating 2: 91 percent / H2; Et3N / Pd/C / ethanol; methanol / 24 h / 20 °C 3: 90 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C View Scheme

sodium tetrahydroborate in dimethyl sulfoxide T=85°C;