1: 80 percent / acetonitrile / 2 h / Ambient temperature 2: 1) BuLi, 2) HMPA / 1) hexane, THF, -78 deg C, 20 min, 2) THF a) -78 deg C, 20 min, -40 deg C, 30 min 3: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 4: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 2: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 3: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 4: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 5: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 6: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 7: 80 percent / acetonitrile / 2 h / Ambient temperature 8: 1) BuLi, 2) HMPA / 1) hexane, THF, -78 deg C, 20 min, 2) THF a) -78 deg C, 20 min, -40 deg C, 30 min 9: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 10: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 2: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 3: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 4: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 5: 80 percent / acetonitrile / 2 h / Ambient temperature 6: 1) BuLi, 2) HMPA / 1) hexane, THF, -78 deg C, 20 min, 2) THF a) -78 deg C, 20 min, -40 deg C, 30 min 7: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 8: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 1) ozonised oxygen, 2) Me2S / 1) CH2Cl2, -60 deg C, 30 min, 2) up to r.t. 2: 1) BuLi, 2) HMPA / 1) hexane, THF, -78 deg C, 20 min, 2) THF a) -78 deg C, 20 min, -40 deg C, 30 min 3: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 4: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 2: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 3: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 4: 80 percent / acetonitrile / 2 h / Ambient temperature 5: 1) BuLi, 2) HMPA / 1) hexane, THF, -78 deg C, 20 min, 2) THF a) -78 deg C, 20 min, -40 deg C, 30 min 6: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 7: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 1) BuLi, 2) HMPA / 1) hexane, THF, -78 deg C, 20 min, 2) THF a) -78 deg C, 20 min, -40 deg C, 30 min 2: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 3: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 2: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 5-lipoxygenase / Enzymatic reaction 2: 5-lipoxygenase / Enzymatic reaction 3: LTA4H View Scheme