Bicyclo[2.2.2]oct-5-en-2-one → Bicyclo[4.2.0]oct-3-en-7-one

Participants

Reaction Steps

A 4% solution of (+)-bicyclo[2.2.2]oct-5-en-2-one was dissolved in cyclohexane and irradiated in a Pyrex apparatus under argon with a 250 w. medium pressure mercury lamp. After 50 hours, the starting product had been reacted quantitatively. The solution was concentrated by evaporation and the residue subjected to chromatography on 100 g. of silica gel with toluene/1% diethyl ether. Pure (-)-bicyclo[4.2.0]oct-3-en-8-one was obtained.

Provenance & Evidence