1: 1.) Ti(Oi-Pr)4, 2.) KHMDS / 1.) THF, -78 deg C, 10 min, 2.) -70 deg C, 2 h 2: 89 percent / H2 / 10percent Pd/C / methanol / 3102.9 Torr / Ambient temperature 3: 96 percent / 6percent Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C View Scheme

1: 1.) Ti(Oi-Pr)4, 2.) KHMDS / 1.) THF, -78 deg C, 10 min, 2.) -70 deg C, 2 h 2: 89 percent / H2 / 10percent Pd/C / methanol / 3102.9 Torr / Ambient temperature 3: 96 percent / 6percent Na-Hg, Na2HPO4 / methanol / 2 h / 0 °C 4: TEMPO, NaOCl, KBr, 5percent NaHCO3 / acetone / 2 h / 0 °C 5: acetone 6: 100 percent / CH2Cl2 / 1 h / Ambient temperature 7: 100 percent / 1M HCl, propylene oxide / ethanol / Heating View Scheme