Grieco Dehydration

Schematic representation of the Grieco Dehydration.

Mechanism of the Grieco Dehydration

Mechanism of the Grieco Dehydration

Original publication	J. Org. Chem.. 1976, 41, 1485. oRG. lETT.. 2006, 8, 4815.
Review	Bull. Soc. Chim. Fr.. 1997, 134, 869.

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

intermediate structure

H2O2

H2O, THF

0 to 50 °C, 75 min, 90%

intermediate structure