1: 90 percent / TsOH / benzene / 0.5 h 2: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 3: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 4: 1.) (COCl)2, DMSO, 2.) Et3N 6: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 7: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 8: Dess-Martin periodinane 9: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 10: 60 percent / HF*pyridine / tetrahydrofuran / 3 h 11: 86 percent / dimethyldioxirane / CH2Cl2 / 4 h / -50 °C View Scheme

1: 90 percent / TsOH / benzene / 0.5 h 2: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 3: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 4: 1.) (COCl)2, DMSO, 2.) Et3N 6: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 7: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 8: Dess-Martin periodinane 9: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 10: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme