1.1: 100 percent / Jones reagent / acetone / 2 h / 0 °C 2.1: DPPA; Et3N / toluene / 1 h / Heating 2.2: 72 percent / toluene / 1 h / Heating 3.1: O3 / CH2Cl2 / 0.07 h / -78 °C 3.2: Me2S / CH2Cl2 / -78 - 20 °C 4.1: 21 mg / 2-methyl-2-butene; NaClO2; NaH2PO4 / 2-methyl-propan-2-ol; H2O / 20 °C View Scheme

1.1: 100 percent / Jones reagent / acetone / 2 h / 0 °C 2.1: DPPA; Et3N / toluene / 1 h / Heating 2.2: 76 percent / methanol / 1 h / Heating 3.1: O3; sudan III / CH2Cl2 / -78 °C 3.2: 81 percent / NaBH4 / CH2Cl2; methanol / 15 h / 20 °C 4.1: 73 percent / K2CO3 / toluene / 3 h / Heating View Scheme