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 9: 1.) n-BuLi / 1.) THF, n-hexane, -78 deg C, 5 min, 2.) THF, n-hexane, -78 deg C, 2 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

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 9: 1.) n-BuLi / 1.) THF, n-hexane, -78 deg C, 5 min, 2.) THF, n-hexane, -78 deg C, 2 h View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11343563', constants.ctx, '0')">potassium dihydrogenphosphate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587191', constants.ctx, '0')">dihydrogen peroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '746197', constants.ctx, '0')">trifluoroacetic anhydride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />T=0&deg;C;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 84 percent / NaOAc, AcOH / 16 h / 50 &deg;C<br />2: 92 percent / Ac₂O, pyridine / 15 h / Ambient temperature<br />3: 97 percent / aq.OsO₄, KIO₄ / tetrahydrofuran; H₂O / 16 h / Ambient temperature<br />4: 85 percent / 90percent H₂O₂, trifluoroacetic anhydride, KH₂PO₄ / CH₂Cl₂ / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 97 percent / aq.OsO₄, KIO₄ / tetrahydrofuran; H₂O / 16 h / Ambient temperature<br />2: 85 percent / 90percent H₂O₂, trifluoroacetic anhydride, KH₂PO₄ / CH₂Cl₂ / 0 &deg;C<br /> <br /> &nbsp;