Pinacol Coupling

Schematic representation of the Pinacol Coupling.
Mechanism of the Pinacol Coupling
Mechanism of the Pinacol Coupling
Sample reactions
intermediate structure
Zn-Cu, (TiCl3)2.2DME
DME
70 °C, 60 min, 23%
intermediate structure
intermediate structure
LiAlH4, TiCl2
THF
0 °C to Reflux, 40 min, 43-71%
intermediate structure
intermediate structure
Na
NH3
-33 °C, , 80%
intermediate structure
intermediate structure
SmI2
THF
Reflux, 2.5 h, 78%
intermediate structure