1: 4-methylmorpholine N-oxide; OsO4 / CH2Cl2; H2O; 2-methyl-propan-2-ol / 0.75 h 2: 409.1 mg / Pb(OAc)4 / CH2Cl2; H2O; 2-methyl-propan-2-ol / 0.17 h 3: 77 percent / KMnO4 / diethyl ether; aq. phosphate buffer; 2-methyl-propan-2-ol / 0.08 h / 20 °C / pH 7.4 4: 17 percent / NaOH / methanol / 20 °C View Scheme

1.1: 4-methylmorpholine N-oxide; OsO4 / CH2Cl2; H2O; 2-methyl-propan-2-ol / 0.75 h 2.1: Pb(OAc)4 / CH2Cl2; H2O; 2-methyl-propan-2-ol / 0.17 h 2.2: aldolase antibody 38C2 / aq. phosphate buffer / pH 7.4 3.1: KMnO4 / diethyl ether; aq. phosphate buffer; 2-methyl-propan-2-ol / 0.08 h / 20 °C / pH 7.4 4.1: NaOH / methanol / 20 °C View Scheme