Chrysanthemic acid, cis-(+)- → Chrysanthemic Acid

Participants

Reaction Steps

To a solution of (+)-cis chrysanthemic acid (2.0 g) in toluene (20 ml) was added a solution of aluminum tribromide (32 mg) in toluene (2.2 ml) at room temperature under a nitrogen atmosphere. Irradiation with a xenon lamp (500 W) was made for 10 minutes under stirring. After the irradiation was over, the similar after-treatment as in Example 1 was applied to obtain chrysanthemic acid (1.97 g). The optical isomer ratio of the product was (+)-cis, 3.7%; (-)-cis, 3.1%; (+)-trans, 46.6%; and (-)-trans, 46.6%.

Provenance & Evidence