1: diphenylphosphine oxide With potassium hydroxide; tetrabutylammomium bromide in tert-butyl methyl ether; water T=20°C; 0.25 h; 2: lt;3S-(1Z,3α,5β)gt;-2-lt;3,5-bislt;lt;(1,1-dimethylethyl)dimethylsilylgt;oxygt;-2-methylenecyclohexylidenegt;-1-chloroethane in tert-butyl methyl ether; water T=20°C; 2.08333 - 2.16667 h;

dihydrogen peroxide in dichloromethane T=25°C;

1.1: O3/air / CH2Cl2 / -68 - 14 °C 2.1: Et3N; DMAP / CH2Cl2; methanol / 2 h / -38 - -7 °C 3.1: methanol / 37 °C 4.1: imidazole / acetonitrile / 4 h / 20 °C 5.1: 76.1 percent / LiH / tetrahydrofuran / 21.5 h 6.1: Pd2(dba)3(CHCl3); PPh3; 1,3-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropyl)benzene / toluene / 16 h / 40 °C 6.2: 84 percent / imidazole / dimethylformamide / 16 h / 20 °C 7.1: 94.5 percent / DIBALH / hexane / 0.5 h / -70 °C 8.1: 77.2 percent / 9-fluorenone-4-carboxylic acid / various solvent(s) / 6 h / Irradiation 9.1: triphosgene; Et3N / hexane / 1.33 h / 5 - 20 °C 10.1: 22.3 g / NaH / dimethylformamide / -45 - 0 °C View Scheme

1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 2: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme

1: 95 percent / imidazole / dimethylformamide / Ambient temperature 2: 81 percent / (Ph2)S<OC(CF3)2Ph>2 / CCl4 / 0.25 h 3: 88 percent / 9-fluorenone / various solvent(s) / 0.5 h / Irradiation 4: 92 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C 5: 91 percent / N-chlorosuccinimide, dimethyl sulfide / CH2Cl2 / 0.5 h / -20 °C 6: 2.) 5percent H2O2 / 1.) THF, -70 deg C, 2.) CH2Cl2, 1 h View Scheme

1: 84 percent / NaOAc, AcOH / 16 h / 50 °C 2: 92 percent / Ac2O, pyridine / 15 h / Ambient temperature 3: 97 percent / aq.OsO4, KIO4 / tetrahydrofuran; H2O / 16 h / Ambient temperature 4: 85 percent / 90percent H2O2, trifluoroacetic anhydride, KH2PO4 / CH2Cl2 / 0 °C 5: cation exchange resin AG 50W-X4 / ethanol / 50 °C 6: NaOEt / ethanol / 2 h / Ambient temperature 7: 95 percent / imidazole / dimethylformamide / Ambient temperature 8: 81 percent / (Ph2)S<OC(CF3)2Ph>2 / CCl4 / 0.25 h 9: 88 percent / 9-fluorenone / various solvent(s) / 0.5 h / Irradiation 10: 92 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C 11: 91 percent / N-chlorosuccinimide, dimethyl sulfide / CH2Cl2 / 0.5 h / -20 °C 12: 2.) 5percent H2O2 / 1.) THF, -70 deg C, 2.) CH2Cl2, 1 h View Scheme

1: 97 percent / aq.OsO4, KIO4 / tetrahydrofuran; H2O / 16 h / Ambient temperature 2: 85 percent / 90percent H2O2, trifluoroacetic anhydride, KH2PO4 / CH2Cl2 / 0 °C 3: cation exchange resin AG 50W-X4 / ethanol / 50 °C 4: NaOEt / ethanol / 2 h / Ambient temperature 5: 95 percent / imidazole / dimethylformamide / Ambient temperature 6: 81 percent / (Ph2)S<OC(CF3)2Ph>2 / CCl4 / 0.25 h 7: 88 percent / 9-fluorenone / various solvent(s) / 0.5 h / Irradiation 8: 92 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C 9: 91 percent / N-chlorosuccinimide, dimethyl sulfide / CH2Cl2 / 0.5 h / -20 °C 10: 2.) 5percent H2O2 / 1.) THF, -70 deg C, 2.) CH2Cl2, 1 h View Scheme

1: 85 percent / 90percent H2O2, trifluoroacetic anhydride, KH2PO4 / CH2Cl2 / 0 °C 2: cation exchange resin AG 50W-X4 / ethanol / 50 °C 3: NaOEt / ethanol / 2 h / Ambient temperature 4: 95 percent / imidazole / dimethylformamide / Ambient temperature 5: 81 percent / (Ph2)S<OC(CF3)2Ph>2 / CCl4 / 0.25 h 6: 88 percent / 9-fluorenone / various solvent(s) / 0.5 h / Irradiation 7: 92 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C 8: 91 percent / N-chlorosuccinimide, dimethyl sulfide / CH2Cl2 / 0.5 h / -20 °C 9: 2.) 5percent H2O2 / 1.) THF, -70 deg C, 2.) CH2Cl2, 1 h View Scheme

1: 81 percent / (Ph2)S<OC(CF3)2Ph>2 / CCl4 / 0.25 h 2: 88 percent / 9-fluorenone / various solvent(s) / 0.5 h / Irradiation 3: 92 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C 4: 91 percent / N-chlorosuccinimide, dimethyl sulfide / CH2Cl2 / 0.5 h / -20 °C 5: 2.) 5percent H2O2 / 1.) THF, -70 deg C, 2.) CH2Cl2, 1 h View Scheme

1: cation exchange resin AG 50W-X4 / ethanol / 50 °C 2: NaOEt / ethanol / 2 h / Ambient temperature 3: 95 percent / imidazole / dimethylformamide / Ambient temperature 4: 81 percent / (Ph2)S<OC(CF3)2Ph>2 / CCl4 / 0.25 h 5: 88 percent / 9-fluorenone / various solvent(s) / 0.5 h / Irradiation 6: 92 percent / diisobutylaluminium hydride / toluene / 0.5 h / -78 °C 7: 91 percent / N-chlorosuccinimide, dimethyl sulfide / CH2Cl2 / 0.5 h / -20 °C 8: 2.) 5percent H2O2 / 1.) THF, -70 deg C, 2.) CH2Cl2, 1 h View Scheme