1: 1) sodium bis(trimethylsilyl)amide / 1) toluene, THF, r.t., 30 min, 2) toluene, -78 deg C, 30 min 2: 82 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 3: 92 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature 4: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 5: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 6: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 7: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 8: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 9: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 10: 80 percent / acetonitrile / 2 h / Ambient temperature 11: 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 12: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 13: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 95 percent / imidazole / dimethylformamide / 8 h / Ambient temperature 2: 1) ozone, oxygene, 2) Me2S, Et3N / 1) CH2Cl2, -78 deg C, 2 h, 2a) up to r.t., 2b) r.t., 1 h 3: 1) sodium bis(trimethylsilyl)amide / 1) toluene, THF, r.t., 30 min, 2) toluene, -78 deg C, 30 min 4: 82 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 5: 92 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature 6: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 7: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 8: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 9: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 10: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 11: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 12: 80 percent / acetonitrile / 2 h / Ambient temperature 13: 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 14: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 15: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: K2CO3 / ethanol / 8 h / Ambient temperature 2: pyridine / 4 h / 0 °C 3: 1) ozonised oxygen, 2) Me2S / 1) CH2Cl2, -60 deg C, 30 min, 2) up to r.t. 4: 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 5: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 6: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 1) sodium bis(trimethylsilyl)amide / 1) toluene, THF, r.t., 30 min, 2) toluene, -78 deg C, 30 min 2: 82 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 3: 92 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature 4: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 5: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 6: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 7: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 8: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 9: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 10: 80 percent / acetonitrile / 2 h / Ambient temperature 11: 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 12: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 13: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 1) ozone, oxygene, 2) Me2S, Et3N / 1) CH2Cl2, -78 deg C, 2 h, 2a) up to r.t., 2b) r.t., 1 h 2: 1) sodium bis(trimethylsilyl)amide / 1) toluene, THF, r.t., 30 min, 2) toluene, -78 deg C, 30 min 3: 82 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 4: 92 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature 5: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 6: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 7: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 8: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 9: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 10: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 11: 80 percent / acetonitrile / 2 h / Ambient temperature 12: 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 13: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 14: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 82 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C 2: 92 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature 3: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 4: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 5: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 6: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 7: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 8: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 9: 80 percent / acetonitrile / 2 h / Ambient temperature 10: 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 11: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 12: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 2: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 3: 80 percent / acetonitrile / 2 h / Ambient temperature 4: 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 5: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 6: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 92 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature 2: 80 percent / CdCO3, HgCl2, CH3I, water / acetone / 4 h / Ambient temperature 3: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 4: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 5: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 6: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 7: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 8: 80 percent / acetonitrile / 2 h / Ambient temperature 9: 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 10: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 11: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 74 percent / piperidine / acetonitrile / 8 h / Ambient temperature 2: 95 percent / Et3N, 4-dimethylaminopyridine / CH2Cl2 / 4 h / Ambient temperature 3: 76 percent / Pd(Ph3P)4, Et3N / tetrahydrofuran / 3 h / Heating 4: 85 percent / aluminum hydride / tetrahydrofuran / 2 h / 0 °C 5: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 6: 80 percent / acetonitrile / 2 h / Ambient temperature 7: 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 8: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 9: potassium carbonate, water / methanol / Ambient temperature View Scheme

1: 38 percent / PPh3, CBr4 / CH2Cl2 / 0.5 h / -10 °C 2: 80 percent / acetonitrile / 2 h / Ambient temperature 3: 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 4: 92 percent / Bu4NF / tetrahydrofuran / 4 h / Ambient temperature 5: potassium carbonate, water / methanol / Ambient temperature View Scheme