sodium periodate 1.) methanol, 1 h, 0 deg C; room temperature, 2.) toluene, reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;

1: 85 percent / trifluoroacetic anhydride or oxalyl chloride, DMSO, Et3N / CH2Cl2 / 0.17 h / -78 °C 2: 40percent peracetic acid / CH2Cl2 / 1 h / 0 °C 3: CDCl3 / 0.08 h / 60 °C View Scheme