Charette Asymmetric Cyclopropanation

Schematic representation of the Charette Asymmetric Cyclopropanation.
Mechanism of the Charette Asymmetric Cyclopropanation
Mechanism of the Charette Asymmetric Cyclopropanation
Sample reactions
intermediate structure
Et2Zn, CH2I2
DME, CH2Cl2
-20 °C to RT, 8.5 h, 90%
intermediate structure
intermediate structure
Et2Zn, CH2I2
DME, CH2Cl2
-20 °C to RT, 8.5 h, 90%
intermediate structure
intermediate structure
Et2Zn, CH2I2
CH2Cl2, DME
-10 °C to RT, 14.5 h, 91%
intermediate structure
intermediate structure
Et2Zn, CH2I2
CH2Cl2, DME
-15 °C, 8 h, 99%
intermediate structure
intermediate structure
Et2Zn, CH2I2
CH2Cl2, DME
-15 °C, 8 h, 96%
intermediate structure
intermediate structure
Et2Zn, CH2I2
DME, CH2Cl2
-20 °C to RT, 8.5 h
intermediate structure