iodine; sodium hydrogencarbonate in water; acetone 0.25 h; cooling;

1: 80 percent / diethyl ether / 0.25 h / -78 °C 2: 98 percent / BF3*Et2O / CH2Cl2 / 3 h / 20 °C 3: 92 percent / SO3*pyridine; Et3N / dimethylsulfoxide; CH2Cl2 / 3 h / 20 °C 4: 3.144 g / piperidine / acetonitrile / 15 h / 20 °C 5: 96 percent / NaHCO3; I2 / acetone; H2O / 0.25 h / cooling View Scheme

1: 98 percent / BF3*Et2O / CH2Cl2 / 3 h / 20 °C 2: 92 percent / SO3*pyridine; Et3N / dimethylsulfoxide; CH2Cl2 / 3 h / 20 °C 3: 3.144 g / piperidine / acetonitrile / 15 h / 20 °C 4: 96 percent / NaHCO3; I2 / acetone; H2O / 0.25 h / cooling View Scheme

1: 4.078 g / NaIO4 / methanol; H2O / 20 °C 2: 3.144 g / piperidine / acetonitrile / 15 h / 20 °C 3: 96 percent / NaHCO3; I2 / acetone; H2O / 0.25 h / cooling View Scheme

1: 3.144 g / piperidine / acetonitrile / 15 h / 20 °C 2: 96 percent / NaHCO3; I2 / acetone; H2O / 0.25 h / cooling View Scheme

1: 92 percent / SO3*pyridine; Et3N / dimethylsulfoxide; CH2Cl2 / 3 h / 20 °C 2: 3.144 g / piperidine / acetonitrile / 15 h / 20 °C 3: 96 percent / NaHCO3; I2 / acetone; H2O / 0.25 h / cooling View Scheme

1: NaOEt / ethanol / 2 h / Heating 2: 4.078 g / NaIO4 / methanol; H2O / 20 °C 3: 3.144 g / piperidine / acetonitrile / 15 h / 20 °C 4: 96 percent / NaHCO3; I2 / acetone; H2O / 0.25 h / cooling View Scheme