1: 93 percent / bromine / diethyl ether / 0.5 h / -35 °C 2: 62 percent / formic acid / methanol / 0.08 h / Ambient temperature 3: 7 percent / sodium borohydride / tetrahydrofuran; H2O / 0.5 h / 0 °C 4: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 5: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 6: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 7: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 97 percent / lithium aluminium hydride / tetrahydrofuran / 0 deg C, RT, 1 h 2: 93 percent / bromine / diethyl ether / 0.5 h / -35 °C 3: 62 percent / formic acid / methanol / 0.08 h / Ambient temperature 4: 7 percent / sodium borohydride / tetrahydrofuran; H2O / 0.5 h / 0 °C 5: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 6: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 7: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 8: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 62 percent / formic acid / methanol / 0.08 h / Ambient temperature 2: 7 percent / sodium borohydride / tetrahydrofuran; H2O / 0.5 h / 0 °C 3: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 4: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 5: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 6: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 2: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 3: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 4: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 7 percent / sodium borohydride / tetrahydrofuran; H2O / 0.5 h / 0 °C 2: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 3: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 4: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 5: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 2: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 3: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 2: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme

1: 97 percent / barium hydroxide hydrate / H2O / 20 h / Heating 2: CH2Cl2 / 3 h / 20 °C View Scheme