1: diethyl L-tartrate, Ti(O-i-Pr)4, t-BuOOH, 4 Angstroem molecular sieves / CH2Cl2 / 1.) -40 deg C, 8 h, 2.) -10 deg C, 8 h 2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) CH2Cl2, 0 deg C, 1 h 3: NaH / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) 0 deg C, 30 min 4: 87 percent / H2O / hexane; 1,2-dichloro-ethane / -30 °C 5: 2,6-lutidine / CH2Cl2 / 0.75 h 7: 93 percent / (R,R)-diisopropyl tartrate, 4 Angstroem molecular sieves / toluene / 1.) -78 deg C, 3 h, 2.) r.t., 12 h 8: TBAF / tetrahydrofuran / 0.5 h 9: TsOH / 0.25 h 10: 1.) catecholborane, 2.) H2O2, NaOH / 1.) (PPh3)3RhCl / 1.) THF, 45 min 11: 1.) (COCl)2, DMSO, 2.) Et3N 12: NaH / tetrahydrofuran / 4 h 13: H2 / 10percent Pd/C / ethanol; ethyl acetate / 5 h 14: tetrahydrofuran / 3 h 15: HCl, H2O / tetrahydrofuran / 3 h / 50 °C 16: 90 percent / TsOH / benzene / 0.5 h 17: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 18: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 19: 1.) (COCl)2, DMSO, 2.) Et3N 21: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 22: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 23: Dess-Martin periodinane 24: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 25: 60 percent / HF*pyridine / tetrahydrofuran / 3 h 26: 86 percent / dimethyldioxirane / CH2Cl2 / 4 h / -50 °C View Scheme

1: diethyl L-tartrate, Ti(O-i-Pr)4, t-BuOOH, 4 Angstroem molecular sieves / CH2Cl2 / 1.) -40 deg C, 8 h, 2.) -10 deg C, 8 h 2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) CH2Cl2, 0 deg C, 1 h 3: NaH / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) 0 deg C, 30 min 4: 87 percent / H2O / hexane; 1,2-dichloro-ethane / -30 °C 5: 2,6-lutidine / CH2Cl2 / 0.75 h 7: 93 percent / (R,R)-diisopropyl tartrate, 4 Angstroem molecular sieves / toluene / 1.) -78 deg C, 3 h, 2.) r.t., 12 h 8: TBAF / tetrahydrofuran / 0.5 h 9: TsOH / 0.25 h 10: 1.) catecholborane, 2.) H2O2, NaOH / 1.) (PPh3)3RhCl / 1.) THF, 45 min 11: 1.) (COCl)2, DMSO, 2.) Et3N 12: NaH / tetrahydrofuran / 4 h 13: H2 / 10percent Pd/C / ethanol; ethyl acetate / 5 h 14: tetrahydrofuran / 3 h 15: HCl, H2O / tetrahydrofuran / 3 h / 50 °C 16: 90 percent / TsOH / benzene / 0.5 h 17: 94 percent / 2,6-lutidine / CH2Cl2 / 4 h / -78 °C 18: 75 percent / DIBAL-H / CH2Cl2 / 1.5 h / -78 - -15 °C 19: 1.) (COCl)2, DMSO, 2.) Et3N 21: 2,6-lutidine / CH2Cl2 / 4 h / -50 °C 22: DDQ, H2O / CH2Cl2 / 3 h / 0 °C 23: Dess-Martin periodinane 24: Mo(CHMe2Ph)<N(2,6-(i-Pr)2C6H3)><OCMe(CF3)2>2 / benzene / 4 h / 55 °C 25: 60 percent / HF*pyridine / tetrahydrofuran / 3 h View Scheme

1: 96 percent / tBuOOH; Ti(OiPr)4; (-)-diethyl tartrate / CH2Cl2 / -40 - 20 °C 2: 96 percent / Red-Al / tetrahydrofuran / 1 h / 0 °C 3: 98 percent / imidazole / dimethylformamide / 44 h / 60 °C 4: 80 percent / H2 / Pd/C / ethanol / 48 h / 20 °C 5: 97 percent / 1 h / -78 - 0 °C 6: 82 percent / diethyl ether / 0.5 h / 0 °C 7: 80 percent / CrO3; H2SO4 / acetic acid / 2 h View Scheme

With  diisobutylaluminium hydride in  diethyl ether 3 h;  -78 deg C -> RT;   

With  titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diethyl tartrate in  dichloromethane T=-40 - 20°C; Sharpless asymmetric epoxidation;