2: 0.5M HClO4 / tetrahydrofuran / 23 °C 3: Pb(OAc)4 / CH2Cl2 4: NaBH4, cyclopentene / ethanol; tetrahydrofuran / 0.5 h / -40 °C 5: 1) I2,imidazole, Ph3P, 2) aq.H2O2 / 1) benzene-acetonitrile at 23 deg C for 15 min 6: 99 percent / acetonitrile / 40 h / 60 °C 7: 1) potassium hexamethyldisilazide / 1) THF, -20 deg C, 5 min, 2) -78 deg C (30 min) to 23 deg C over 2 h 8: 1N aq.LiOH / 1,2-dimethoxy-ethane / 3 h / 23 °C View Scheme

1: 1) I2,imidazole, Ph3P, 2) aq.H2O2 / 1) benzene-acetonitrile at 23 deg C for 15 min 2: 99 percent / acetonitrile / 40 h / 60 °C 3: 1) potassium hexamethyldisilazide / 1) THF, -20 deg C, 5 min, 2) -78 deg C (30 min) to 23 deg C over 2 h 4: 1N aq.LiOH / 1,2-dimethoxy-ethane / 3 h / 23 °C View Scheme

1: NaBH4, cyclopentene / ethanol; tetrahydrofuran / 0.5 h / -40 °C 2: 1) I2,imidazole, Ph3P, 2) aq.H2O2 / 1) benzene-acetonitrile at 23 deg C for 15 min 3: 99 percent / acetonitrile / 40 h / 60 °C 4: 1) potassium hexamethyldisilazide / 1) THF, -20 deg C, 5 min, 2) -78 deg C (30 min) to 23 deg C over 2 h 5: 1N aq.LiOH / 1,2-dimethoxy-ethane / 3 h / 23 °C View Scheme

1: Pb(OAc)4 / CH2Cl2 2: NaBH4, cyclopentene / ethanol; tetrahydrofuran / 0.5 h / -40 °C 3: 1) I2,imidazole, Ph3P, 2) aq.H2O2 / 1) benzene-acetonitrile at 23 deg C for 15 min 4: 99 percent / acetonitrile / 40 h / 60 °C 5: 1) potassium hexamethyldisilazide / 1) THF, -20 deg C, 5 min, 2) -78 deg C (30 min) to 23 deg C over 2 h 6: 1N aq.LiOH / 1,2-dimethoxy-ethane / 3 h / 23 °C View Scheme

1: 0.5M HClO4 / tetrahydrofuran / 23 °C 2: Pb(OAc)4 / CH2Cl2 3: NaBH4, cyclopentene / ethanol; tetrahydrofuran / 0.5 h / -40 °C 4: 1) I2,imidazole, Ph3P, 2) aq.H2O2 / 1) benzene-acetonitrile at 23 deg C for 15 min 5: 99 percent / acetonitrile / 40 h / 60 °C 6: 1) potassium hexamethyldisilazide / 1) THF, -20 deg C, 5 min, 2) -78 deg C (30 min) to 23 deg C over 2 h 7: 1N aq.LiOH / 1,2-dimethoxy-ethane / 3 h / 23 °C View Scheme