Fritsch-Buttenberg-Wiechell Rearrangement

Schematic representation of the Fritsch-Buttenberg-Wiechell Rearrangement.
Mechanism of the Fritsch-Buttenberg-Wiechell Rearrangement
Mechanism of the Fritsch-Buttenberg-Wiechell Rearrangement
Sample reactions
intermediate structure
n-BuLi, (CH2O)n
THF
-78 °C to RT, 2 h, 91%
intermediate structure
intermediate structure
MeLi.LiBr
THF
-78 to -20 °C, 3 h, 97% (α), 93 % (β)
"The epimers are carried out separately."
intermediate structure