1: 85 percent / LiCl, DBU / CH2Cl2; acetonitrile 2: 93 percent / Mg(0) / methanol; benzene / 25 °C 3: 72 percent / DIBAL-H / toluene / -78 °C 4: 85 percent / KHMDS / tetrahydrofuran / -20 °C 5: Bu4NF / tetrahydrofuran / 23 °C View Scheme

1: 85 percent / LiCl, DBU / CH2Cl2; acetonitrile 2: 93 percent / Mg(0) / methanol; benzene / 25 °C 3: 72 percent / DIBAL-H / toluene / -78 °C 4: 85 percent / KHMDS / tetrahydrofuran / -20 °C 5: Bu4NF / tetrahydrofuran / 23 °C 6: 82 percent / OsO4, (DHQD)2PYDZ / H2O; 2-methyl-propan-2-ol / 52 h / 0 °C 7: pyridine / CH2Cl2 / 23 °C 8: K2CO3 / methanol 9: n-BuLi / tetrahydrofuran / -20 °C View Scheme