1: 80 percent / dimethylformamide / 20 °C 2: 87 percent / (n-Bu)3SnH; AIBN / toluene / Heating 3: 98 percent / Bu4NF / tetrahydrofuran / 20 °C 4: 90 percent / imidazole / dimethylformamide / 20 °C 5: 92 percent / dimethylformamide / 20 °C 6: 63 percent / (n-Bu)3SnH; AIBN / toluene / Heating 7: 94 percent / CF3CO2H / tetrahydrofuran / 20 °C View Scheme

ammonium fluoride in methanol T=60°C;

1: 80 percent / dimethylformamide / 20 °C 2: 87 percent / (n-Bu)3SnH; AIBN / toluene / Heating 3: 98 percent / Bu4NF / tetrahydrofuran / 20 °C View Scheme

1.1: 100 percent / pyridine / 1 h / 0 - 20 °C 2.1: 100 percent / pyridine / 2 h / 0 - 20 °C 3.1: 100 percent / p-toluenesulfonic acid; EtOH / 1 h / 0 - 20 °C 4.1: 99 percent / Dess-Martin periodinane / CH2Cl2 / 72 h / 0 - 20 °C 5.1: CeCl3 / tetrahydrofuran / 4 h / -78 °C 5.2: 82 percent / tetrahydrofuran / 3 h / -78 °C 6.1: 82 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 7.1: 99 percent / AlCl3 / diethyl ether / 1 h / 0 - 20 °C 8.1: 97 percent / pyridine / 0 - 20 °C 9.1: ozone / CH2Cl2 / 1 h / -78 °C 9.2: 69 percent / Me2S / CH2Cl2 / 1 h / -78 - 20 °C 10.1: 91 percent / KMnO4; phosphate buffer / 2-methyl-propan-2-ol; H2O / 0.5 h / 20 °C / pH 7 11.1: NEt3; phenyl dichlorophosphate / tetrahydrofuran / 1 h / 0 °C 11.2: 72 percent / NEt3 / tetrahydrofuran / 0.5 h / 0 °C 12.1: 86 percent / trifluoroacetic acid; water / 0.5 h / 20 °C 13.1: 84 percent Spectr. / Bu3SnH / methanol / 3 h / 20 °C / Photolysis View Scheme