1: H2 / 10percent Pd-C / ethyl acetate / Ambient temperature 2: 1) lithium diisopropylamide / 1) THF, hexane, -78 deg C, 1 h, 2) THF, r.t., 3 h 3: 86 percent / m-chloroperbenzoic acid / CH2Cl2 / 3 h / -78 °C 4: CaCO3 / CCl4 / 46 h / 65 °C View Scheme

1: 1) lithium diisopropylamide / 1) THF, hexane, -78 deg C, 1 h, 2) THF, r.t., 3 h 2: 86 percent / m-chloroperbenzoic acid / CH2Cl2 / 3 h / -78 °C 3: CaCO3 / CCl4 / 46 h / 65 °C View Scheme

chromium(VI) oxide; sodium hydroxide 1) water, photolysis, 2) CH2Cl2, pyridine, r.t., 125 min; Yield given. Multistep reaction. Yields of byproduct given;

perchloric acid; sodium nitrite in water 30 h; Ambient temperature; Product distribution;

1: 0.4M CeCl3.6H2O, sodium boranate / methanol / 0.5 h / Ambient temperature 2: H2 / 10percent Pd-C / ethyl acetate / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in ethyl acetate Ambient temperature; Yield given. Yields of byproduct given;