perchloric acid in tetrahydrofuran; water T=20°C; 0.5 h;

methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); osmium(VIII) oxide; (DHQ)2-PHAL in water; tert-butyl alcohol T=7°C; 21.5 h;

1: 70 percent / K2CO3 / acetone / 1 h / Heating 2: 81 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2.5 h / -10 °C 3: 68 percent / aq. perchloric acid / dioxane / 1 h / 20 °C View Scheme

1: 70 percent / K2CO3 / acetone / 1 h / Heating 2: 81 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2.5 h / -10 °C 3: 68 percent / aq. perchloric acid / dioxane / 1 h / 20 °C View Scheme

1: 83 percent / BBr3 / CH2Cl2 / 2 h / 20 °C 2: 70 percent / K2CO3 / acetone / 1 h / Heating 3: 81 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2.5 h / -10 °C 4: 68 percent / aq. perchloric acid / dioxane / 1 h / 20 °C View Scheme