Thermal Decarbonylation of Some Strained Ketones

Abstract

Norbornen-7-one derivatives are known to undergo facile decarbonylation reactions, and these reactions are sensitive to the presence of endo-fused carbocyclic structures. MO calculations were performed on endo-tri-cyclo[4.2.1.02, 5]nona-3, 7-dien-9-one in order to determine the importance of electronic participation of the four-membered ring in the decarbonylation reaction. © 1980, American Chemical Society. All rights reserved.