1.1: Et3N / CH2Cl2 / 2.5 h / 25 °C 2.1: 372 mg / NaBH4 / dimethylformamide / 2.5 h / 25 °C 3.1: 100 percent / K2CO3 / methanol / 6 h 4.1: O3 / methanol / -78 °C 4.2: Me2S / methanol / 3 h / -10 - 20 °C 5.1: Jones reagent / acetone / 4 h / -30 °C 6.1: 189 mg / ethyl acetate View Scheme

1.1: Et3N / CH2Cl2 / 2.5 h / 25 °C 2.1: 372 mg / NaBH4 / dimethylformamide / 2.5 h / 25 °C 3.1: 100 percent / K2CO3 / methanol / 6 h 4.1: O3 / methanol / -78 °C 4.2: Me2S / methanol / 3 h / -10 - 20 °C 5.1: Jones reagent / acetone / 4 h / -30 °C 6.1: 189 mg / ethyl acetate 7.1: BCl3 / CH2Cl2 / 12 h / 20 °C View Scheme

1.1: Et3N / CH2Cl2 / 2.5 h / 25 °C 2.1: 372 mg / NaBH4 / dimethylformamide / 2.5 h / 25 °C 3.1: 100 percent / K2CO3 / methanol / 6 h 4.1: O3 / methanol / -78 °C 4.2: Me2S / methanol / 3 h / -10 - 20 °C 5.1: Jones reagent / acetone / 4 h / -30 °C 6.1: 189 mg / ethyl acetate 7.1: BCl3 / CH2Cl2 / 12 h / 20 °C 8.1: 92 mg / LiOH / methanol; H2O / 6 h / 20 °C View Scheme