1: 72 percent / tri-n-butylphosphine / tetrahydrofuran / 1 h / 20 °C 2: 32 percent / aq. NaIO4 / methanol / 0.75 h / 20 °C 3: 72 percent / 240 h / 20 °C 4: 80 percent / KOH / methanol / 30 °C 5: Et3N; SOCl2 / tetrahydrofuran / 7 h / -78 °C 6: aq. NMO; OsO4 / acetone / 3 h / 20 °C 7: 151 mg / aq. NaIO4 / acetone / 2 h / 20 °C 8: 89 percent / tetrahydrofuran; diethyl ether / 0.5 h / -78 °C View Scheme