1.1: Et3N / tetrahydrofuran / 1 h / -5 °C 2.1: 396 mg / aq. NaBH4 / tetrahydrofuran / 12 h / 20 °C 3.1: 97 percent / MnO2 / CH2Cl2 / 2 h / Heating 4.1: methanol / 2 h / Heating 4.2: 98 percent / NaBH4 / methanol / 12 h 5.1: 75 percent / NaBH3CN; AcOH / methanol / 72 h 6.1: 200 mg / t-BuOK / tetrahydrofuran / 2 h View Scheme

hydroxide in water; dimethyl sulfoxide T=25°C; elimination; Rate constant;

hydroxide in water; dimethyl sulfoxide T=25°C; elimination; Rate constant;

1: 2-mercapto benzoic acid With sodium hydride in tetrahydrofuran T=20°C; 1 h; 2: 1-bromo-2-cyanoethane in tetrahydrofuran 12 h; Heating; Further stages.;

in water 24 h; 0.5 M phosphate buffer, pH = 6;

sulfuric acid; acetic anhydride; acetic acid