1: 98 percent / glacial HOAc / 2 h / Heating 2: 97 percent / H2 / 5percent Pd/C / diethyl ether / 19 h / 2068.6 Torr 3: m-CPBA / CH2Cl2 / Ambient temperature 4: 88 percent / K2CO3 / acetone / 120 h / Heating 5: 88 percent / KBr, 18-crown-6, m-CPBA / CH2Cl2 / 0.5 h View Scheme

sodium perborate; boron trifluoride diethyl etherate in tetrahydrofuran T=0°C; 1.5 h;

1: 85 percent / H2, H2SO4 / 5percent Pd/C / ethyl acetate / 10 h / 2585.7 Torr / Ambient temperature 2: 89 percent / BBr3 / CH2Cl2 / 1.) -78 deg C, 5 h, 2.) RT, 8 h View Scheme