1: 1) lithium diisopropylamide / 1) tetrahydrofuran, hexane, -78 deg C, 1h, 2) tetrahydrofuran, 5h, -78 up to 0 deg C 2: H2 / 10percent Pd-C / ethanol / Ambient temperature 3: 97 percent / DEPC, triethylamine / tetrahydrofuran / 2 h / 0 °C 4: 83 percent / LiOH*H2O / tetrahydrofuran; H2O / 3 h / 0 °C 5: 71 percent / DEPC, triethylamine / tetrahydrofuran / 8 h / 0 °C View Scheme

1: 1) LDA 2: 73 percent / LiO2H 3: 87 percent / cyclohexene / Pd / ethanol / Heating 4: 95 percent / DCC, HOBT 5: 96 percent / pyridine 6: dimethylformamide / Ambient temperature 7: H2O2, NaWO4 / methanol 8: 99 percent / CF3CO2H / CH2Cl2 9: 70 percent / DPPA, Et3N View Scheme