1: 89 percent / Ag2O / dimethylformamide 2: 91 percent / trimethylsilyl azide, methyl triflate, molecular sieves / CH2Cl2 3: ethylenediamine View Scheme

N-iodo-succinimide; silver trifluoromethanesulfonate in dichloromethane T=20°C; 0.166667 h; Inert atmosphere;

4 A molecular sieve in methanol; toluene 16 h; Ambient temperature;

Multi-step reaction with 4 steps 1: 90 percent / MeONa / methanol / 0.33 h / 20 °C2: 87 percent / p-TsOH / acetonitrile / 20 °C3: 74 percent / NaH / dimethylformamide / 2 h / 0 °C4: 76 percent / NaBH3CN; HCl; MS-3 A / diethyl ether / 1 h / 0 - 5 °C