Grieco Dehydration

Schematic representation of the Grieco Dehydration.
Mechanism of the Grieco Dehydration
Mechanism of the Grieco Dehydration
Sample reactions
intermediate structure
n-Bu3P, H2O, H2O2, o-NO2PhSeCN
THF
77% (2 steps)
intermediate structure
intermediate structure
n-Bu3P, H2O, H2O2, o-NO2PhSeCN
THF
RT
intermediate structure
intermediate structure
n-Bu3P, H2O, H2O2, o-NO2PhSeCN
THF
RT
intermediate structure
intermediate structure
mCPBA, NaHCO3
CH2Cl2
RT, 18 h, 84%
intermediate structure
intermediate structure
H2O2
THF
RT, 12 h, 90%
intermediate structure
intermediate structure
n-Bu3P, H2O, H2O2, o-NO2PhSeCN
Pyr, THF
0 °C to RT, ON, 90%
intermediate structure
intermediate structure
Me2S, mCPBA
CH2Cl2
-78 °C to RT, 15 h, 75% (2 steps)
intermediate structure
intermediate structure
n-Bu3P, H2O, H2O2, o-NO2PhSeCN
THF
84%
intermediate structure
intermediate structure
H2O2
H2O, THF
81% (2 steps)
intermediate structure