Cyclopentadiene → HCID 86754377, compound

Participants

Reaction Steps

In this example, D-A reaction of cyclopentadiene with 7-isopropyl-10-methyloxaspiro(5,5)undec-3-ene-2,5-dione is described. The procedure involves stirring of a mixture of 0.132 g of cyclopentadiene, 0.158 g of 7-isopropyl-10-methyl-oxaspiro(5,5)undec-3-ene-2,5-dione and 0.05 g of sulfated zirconia catalyst doped with scandia prepared according to the procedure similar to that of example 1 above, was stirred in 10 ml of dichloromethane at room temperature for 8 h. The catalyst was filtered off. After evaporation of solvent, the residue was chromatographed over silica gel column by eluting with 5% acetone/petroleum ether to give 0.242 g of spiro{2'-isopropyl-5'methylcyclohexane-1,5,4,oxatricyclo[6.2.1.0.2,7 ]undec-9-ene-3,6 dione} (85% yield).

Provenance & Evidence