1: 88 percent / aq. NaIO4 / diethyl ether / 2 h / Ambient temperature 2: 94 percent / silver carbonate on celite (Fetizon's reagent) / benzene / 8.5 h / Heating 3: 89 percent / 90percent trifluoroacetic acid / 0.25 h / Ambient temperature 4: 74.6 percent / H2 / Pb poisoned 5percent Pd/CaCO3 (Lindlar catalyst) / ethanol 5: 770 mg / conc. H2SO4 / 0.25 h / Ambient temperature 6: 1.21 g / acetic anhydride, acetic acid / Heating 7: 1.) CuI, LiI, TMSCl, 2.) n-Bu3SnH / 1.) THF, -60 deg C, 10 min, 2.) up to 0 deg C, 30 min View Scheme

1: 43 percent / H2O / 16 h / 25 °C / palatase A, phosphate buffer, pH 7 2: 80 percent / diisopropyl ether / 10 h / Ambient temperature; lipase PS 3: 81 percent / 5percent KOH, methanol / 0.25 h / Heating 4: 91 percent / H2, quinoline / Lindlar catalyst / pentane / 5 h / 0 °C View Scheme

1: 81 percent / 5percent KOH, methanol / 0.25 h / Heating 2: 91 percent / H2, quinoline / Lindlar catalyst / pentane / 5 h / 0 °C View Scheme

1: 41 percent / 24 h / 25 °C / lipase OF, phosphate buffer, pH 7 2: 91 percent / H2, quinoline / Lindlar catalyst / pentane / 5 h / 0 °C View Scheme

1: 83 percent / 23 h / 25 °C / lipase OF, phosphate buffer, pH 7 2: 91 percent / H2, quinoline / Lindlar catalyst / pentane / 5 h / 0 °C View Scheme

1: 72 percent / DBU / tetrahydrofuran / 1 h / 0 °C 2: 30 percent / NaBH4 / CH2Cl2; methanol / 0.25 h / 0 °C 3: 99 percent / imidazole, DMAP / dimethylformamide / 0.75 h / 0 °C 4: 85 percent / NCS, AgNO3 / acetonitrile; H2O; CH2Cl2 / 0.12 h / 0 °C 5: 1.) Ph3P / 1.) CH2Cl2, 0 deg C, 1h, 2.) -78 deg C, 40 min 6: 1.) BuLi / 1.) THF, hexane, -78 deg C, 1h, 2.) THF, hexane, HMPA, RT, 30 min 7: 99 percent / H2 / Lindlar catalyst / ethyl acetate / 0.5 h / Ambient temperature 8: 70 percent / Bu4NF / tetrahydrofuran / 1 h / Ambient temperature 9: 1.) DMSO/oxalyl chloride, 2.) NEt3 / 1.) CH2Cl2, -78 deg C, 30 min, 2.) -78 deg C to 0 deg C 10: 70percent ButOOH, 10percent aq. NaOH / tetrahydrofuran / 0.5 h / 0 °C 11: 1.) KOH, 2.) Ph3P, diethyl azodicarboxylate / 1.) MeOH, 60 deg C, 3h, 2.) benzene, RT, 13h View Scheme

1: 1.) ozone, 2.) Me2S / 1.) MeOH, -78 deg C, 15 min, 2.) 4 h 2: 100 percent / H2 / 10percent Pd/C / ethyl acetate 3: 0.9 g / PCC 4: 1.) NaCH2SOCH3 / 1.) THF, 0 deg C, 1 h, 2a.) DMF, -40 deg C, 2 h, 2b.) RT, overnight View Scheme

1: 100 percent / H2 / 10percent Pd/C / ethyl acetate 2: 0.9 g / PCC 3: 1.) NaCH2SOCH3 / 1.) THF, 0 deg C, 1 h, 2a.) DMF, -40 deg C, 2 h, 2b.) RT, overnight View Scheme

1: 63 percent / pyridinium p-toluenesulfonate / methanol / 2 h / 20 °C 2: 85 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 0 - 20 °C 3: 80 percent / NaClO2; NaH2PO4*2H2O / dimethylsulfoxide / 1 h / 0 - 20 °C 4: 85 percent / p-toluenesulfonic acid / methanol / 3 h / 20 °C 5: 85 percent / hydrogen; quinoline / Lindlar catalyst / ethyl acetate / 2 h View Scheme

1: 85 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 0 - 20 °C 2: 80 percent / NaClO2; NaH2PO4*2H2O / dimethylsulfoxide / 1 h / 0 - 20 °C 3: 85 percent / p-toluenesulfonic acid / methanol / 3 h / 20 °C 4: 85 percent / hydrogen; quinoline / Lindlar catalyst / ethyl acetate / 2 h View Scheme