1: 79 percent / PDC / dimethylformamide / 36 h / Ambient temperature 2: 80 percent / DCC, 4-DMAP / CH2Cl2 / 12 h / Ambient temperature 3: 94 percent / <RuCHPh>Cl2*(PCy3)2 / CH2Cl2 / 12 h / Ambient temperature 4: 65 percent / HF / acetonitrile; diethyl ether / 12 h / Ambient temperature 5: 48 percent / dimethyl dioxirane / CH2Cl2 / 2 h / -35 °C View Scheme

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 16 h / 22 °C / |Inert atmosphere 2: C52H67Cl2NOW / benzene; toluene / 2.5 h / 22 °C / 1 Torr / |Inert atmosphere; |Glovebox 3: pyridine hydrogenfluoride / tetrahydrofuran / 36 h / 22 °C / |Inert atmosphere View Scheme