pyridinium chlorochromate in dichloromethane

1: 71 percent / NaH / tetrahydrofuran 2: DIBAL-H 3: PPTS / CH2Cl2 4: PdCl2(PPh3)2 / dimethylformamide 5: TBAF / tetrahydrofuran 6: 81 percent / PCC; MS4A / CH2Cl2 View Scheme

1: PdCl2(PPh3)2 / dimethylformamide 2: TBAF / tetrahydrofuran 3: 81 percent / PCC; MS4A / CH2Cl2 View Scheme

1: With triphenylphosphine; bis(1,5-cyclooctadiene)nickel (0) in tetrahydrofuran T=0°C; 0.0833333 h; 2: With hydrogenchloride in tetrahydrofuran T=0°C; 1 h;