1: 36.3 percent / Pb(OAc)4, pyridine, Cu(OAc)2 / benzene / 3 h / Heating 2: 1) Br2, 2) aq.KOH / 1) CCl4, r.t., 2) 135-145 deg C, 4 h 3: 100 percent / conc.H2SO4 / 4 h / Heating 4: 83 percent / LAH / diethyl ether / 2 h / Ambient temperature 5: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 6: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h 7: 92 percent / PPTS / ethanol / 70 °C 8: 98 percent / H2, quinoline / 5percent Pd/BaSO4 / methanol 9: 89 percent / PCC / CH2Cl2 / 1.5 h View Scheme

1: 98 percent / H2, quinoline / 5percent Pd/BaSO4 / methanol 2: 89 percent / PCC / CH2Cl2 / 1.5 h View Scheme

1: 98 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature 2: 1) n-BuLi, 2) HMPT / 1) THF, hexane, 10 deg C, 2) <25 deg C, 0.5 h 3: 92 percent / PPTS / ethanol / 70 °C 4: 98 percent / H2, quinoline / 5percent Pd/BaSO4 / methanol 5: 89 percent / PCC / CH2Cl2 / 1.5 h View Scheme

1: 92 percent / PPTS / ethanol / 70 °C 2: 98 percent / H2, quinoline / 5percent Pd/BaSO4 / methanol 3: 89 percent / PCC / CH2Cl2 / 1.5 h View Scheme

1: 52 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C 2: 60 percent / pyridinium dichromate / CH2Cl2 / 24 h View Scheme

1: 56 percent / Li2CuCl4 / tetrahydrofuran / 3 h / -10 °C 2: 52 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C 3: 60 percent / pyridinium dichromate / CH2Cl2 / 24 h View Scheme

1: 56 percent / Li2CuCl4 / tetrahydrofuran / 3 h / -10 °C 2: 52 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C 3: 60 percent / pyridinium dichromate / CH2Cl2 / 24 h View Scheme

1: (i) O3, CH2Cl2, (ii) Ph3P 2: (i) K, HMPT, (ii) /BRN= 1769551/ 3: aq. NaOH / methanol 4: (i) COCl2, (ii) DMSO, Et3N View Scheme

2: (i) O3, CH2Cl2, (ii) Ph3P 3: (i) K, HMPT, (ii) /BRN= 1769551/ 4: aq. NaOH / methanol 5: (i) COCl2, (ii) DMSO, Et3N View Scheme

1: (i) K, HMPT, (ii) /BRN= 1769551/ 2: aq. NaOH / methanol 3: (i) COCl2, (ii) DMSO, Et3N View Scheme