4-(N,N-dimethlyamino)pyridine; TEA in dichloromethane

1: 78 percent / tetrahydrofuran / 0 °C 2: 88 percent / TEA, DMAP / tetrahydrofuran; dimethylformamide 3: 86 percent / dibal / toluene / -78 - 0 °C 4: 90 percent / CHCl3 / Heating 5: 94 percent / dibal / toluene / -78 - 0 °C 6: 90 percent / TEA, DMAP / CH2Cl2 View Scheme

1: 86 percent / dibal / toluene / -78 - 0 °C 2: 90 percent / CHCl3 / Heating 3: 94 percent / dibal / toluene / -78 - 0 °C 4: 90 percent / TEA, DMAP / CH2Cl2 View Scheme

1: 90 percent / CHCl3 / Heating 2: 94 percent / dibal / toluene / -78 - 0 °C 3: 90 percent / TEA, DMAP / CH2Cl2 View Scheme