Oxonereg;; 1,1,1-trifluoropropanone; (ethylenedinitrilo)tetraacetic acid disodium salt; sodium hydrogencarbonate in water; acetonitrile T=0°C;

Oxonereg;; 1,1,1-trifluoropropanone; (ethylenedinitrilo)tetraacetic acid disodium salt; sodium hydrogencarbonate in water; acetonitrile T=0°C;

3,3-dimethyldioxirane in dichloromethane; acetone T=0°C;

3-chloro-benzenecarboperoxoic acid in chloroform T=-20 - 0°C; 12 h; Further byproducts given;

3-chloro-benzenecarboperoxoic acid in chloroform T=-20 - 0°C; 12 h; Yield given. Further byproducts given;

3,3-dimethyldioxirane in dichloromethane T=-50°C; 0.5 h;

pyridine hydrogenfluoride in tetrahydrofuran Ambient temperature;

trifluoroacetic acid in dichloromethane T=0°C; 4 h;

1.1: imidazole / dimethylformamide 2.1: NMO; OsO4 / 2-methyl-propan-2-ol; tetrahydrofuran / 3 h / 0 °C 3.1: 5.56 g / Pb(OAc)4 / ethyl acetate / 2 h / 0 °C 4.1: 68 percent / PPh3 / CH2Cl2 / 0.25 h / -60 °C 5.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 5.2: 65 percent / tetrahydrofuran / 6 h / -78 - 20 °C 6.1: 74 percent / 4 Angstroem molecular sieves; TBAF*3H2O / tetrahydrofuran / 3 h 7.1: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 8.1: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 9.1: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 10.1: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme

1.1: imidazole / dimethylformamide 2.1: NMO; OsO4 / 2-methyl-propan-2-ol; tetrahydrofuran / 3 h / 0 °C 3.1: 5.56 g / Pb(OAc)4 / ethyl acetate / 2 h / 0 °C 4.1: 68 percent / PPh3 / CH2Cl2 / 0.25 h / -60 °C 5.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C 5.2: 65 percent / tetrahydrofuran / 6 h / -78 - 20 °C 6.1: 74 percent / 4 Angstroem molecular sieves; TBAF*3H2O / tetrahydrofuran / 3 h 7.1: 81 percent / DCC; DMAP / CH2Cl2 / 14 h / 20 °C 8.1: 80 percent / CH2Cl2 / [Mo{(t-Bu)(3,5-dimethylphenyl)N}3] / toluene / 8 h / 80 °C 9.1: 99 percent / quinoline; H2 / Lindlar catalyst / hexane; CH2Cl2 / 8 h / 20 °C 10.1: 79 percent / aq. HF / acetonitrile; diethyl ether / 8 h / 20 °C View Scheme