1: Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 2: 0.230 g / sodium borohydride / methanol; tetrahydrofuran / 1 h / -78 - 20 °C 3: 93 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 4: 85 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 5: 94 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 6: 86 percent / [Mo(CHMe2Ph)(N-(2,6-(i-Pr)2C6H3))(OCMe(CF3)2)2] / benzene / 2 h / 55 °C 7: HF*pyridine / tetrahydrofuran / 1.5 h / 20 °C 8: 97 percent / 3,3-dimethyldioxirane / CH2Cl2; acetone / 2.5 h / -78 - -50 °C View Scheme

1: Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C 2: 0.230 g / sodium borohydride / methanol; tetrahydrofuran / 1 h / -78 - 20 °C 3: 93 percent / hydrogen fluoride-pyridine; pyridine / tetrahydrofuran / 2 h / 20 °C 4: 85 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -30 °C 5: 94 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 25 °C 6: 86 percent / [Mo(CHMe2Ph)(N-(2,6-(i-Pr)2C6H3))(OCMe(CF3)2)2] / benzene / 2 h / 55 °C 7: HF*pyridine / tetrahydrofuran / 1.5 h / 20 °C View Scheme