Eschenmoser Fragmentation

Schematic representation of the Eschenmoser Fragmentation.
Mechanism of the Eschenmoser Fragmentation
Mechanism of the Eschenmoser Fragmentation
Sample reactions
intermediate structure
Pyr, NsNHNH2
THF
-78 °C to RT, 9 h, 76%
intermediate structure
intermediate structure
Pb(OAc)4
CH2Cl2
-10 °C, 1 h, 60%
intermediate structure