1: 85 percent / diethyl ether / 5 °C 2: 100 percent / 2 h / Heating 3: 99 percent / H2 / Pd/C / diethyl ether / 2068.6 Torr 4: 75 percent / PCC, HOAc, Celite, molecular sieve 4A / CH2Cl2 6: 84 percent / KBr, m-CPBA, 18-cr-6 / CH2Cl2 / 0.5 h / 0 °C 7: 98 percent / Mg / tetrahydrofuran View Scheme

1: 85 percent / diethyl ether / 5 °C 2: 100 percent / 2 h / Heating 3: 99 percent / H2 / Pd/C / diethyl ether / 2068.6 Torr 4: 75 percent / PCC, HOAc, Celite, molecular sieve 4A / CH2Cl2 View Scheme

1: 85 percent / diethyl ether / 5 °C 2: 100 percent / 2 h / Heating 3: 99 percent / H2 / Pd/C / diethyl ether / 2068.6 Torr 4: 75 percent / PCC, HOAc, Celite, molecular sieve 4A / CH2Cl2 6: 84 percent / KBr, m-CPBA, 18-cr-6 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1: 85 percent / diethyl ether / 5 °C 2: 100 percent / 2 h / Heating 3: 99 percent / H2 / Pd/C / diethyl ether / 2068.6 Torr 4: 75 percent / PCC, HOAc, Celite, molecular sieve 4A / CH2Cl2 6: 84 percent / KBr, m-CPBA, 18-cr-6 / CH2Cl2 / 0.5 h / 0 °C 7: 98 percent / Mg / tetrahydrofuran 8: 97 percent / NaBH4 / methanol / 0.2 h / Ambient temperature 9: 98 percent / PBr3, pyridine / benzene / 3 h / Ambient temperature View Scheme