Pinacol Rearrangement

Schematic representation of the Pinacol Rearrangement.
Mechanism of the Pinacol Rearrangement
Mechanism of the Pinacol Rearrangement
Sample reactions
intermediate structure
SnCl4
CH2Cl2
0 °C to RT, 14.5 h, 32%
intermediate structure
intermediate structure
HCl
AcOH, H2O
Reflux, 5 min
intermediate structure
intermediate structure
Al2O3, AgBF4
CCl4
-20 °C, 21 h, 52%
intermediate structure
intermediate structure
Et3N, MsCl
-30 to 4 °C, 73 h, 98%
intermediate structure