tris(dibenzylideneacetone)dipalladium(0) chloroform complex; methyl-ethyl phosphite in tetrahydrofuran Ambient temperature;

1: 85 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -70 °C 2: 67 percent / (i-PrO)3P / (dba)3Pd2*CHCl3 / tetrahydrofuran / 2 h / Ambient temperature View Scheme

1: 38 percent / piperidine / acetonitrile / Ambient temperature 2: DIBAL-H / toluene; tetrahydrofuran / 0 °C 3: BuLi / tetrahydrofuran / 0 - 20 °C 4: 40percent aq. HF / Ambient temperature 5: 85 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -70 °C 6: 67 percent / (i-PrO)3P / (dba)3Pd2*CHCl3 / tetrahydrofuran / 2 h / Ambient temperature View Scheme

1: DIBAL-H / toluene; tetrahydrofuran / 0 °C 2: BuLi / tetrahydrofuran / 0 - 20 °C 3: 40percent aq. HF / Ambient temperature 4: 85 percent / (COCl)2, DMSO / CH2Cl2 / 0.25 h / -70 °C 5: 67 percent / (i-PrO)3P / (dba)3Pd2*CHCl3 / tetrahydrofuran / 2 h / Ambient temperature View Scheme

pyridinium chlorochromate in dichloromethane

1: acid 2: PCC / CH2Cl2 View Scheme

1: [(CH3)3Si]2NLi / hexamethylphosphoric acid triamide 2: octane / Heating 3: acid 4: PCC / CH2Cl2 View Scheme

1: octane / Heating 2: acid 3: PCC / CH2Cl2 View Scheme