Collect. Czech. Chem. Commun. 1992, 57, 2374-2382

Novel Ring Closure Carbonylation Reaction of 1,5-Cyclooctadiene in the Presence of Pd(II)-Catalysts

Curtis B. Andersona and Rade Markovićb

a Department of Chemistry, University of California, Santa Barbara, California 93106, U.S.A.
b Faculty of Chemistry, University of Belgrade, P.O. Box 550, 11001 Belgrade, Yugoslavia


Oxidative carbonylation of 1,5-cyclooctadiene in methylene chloride-methanol mixture, catalyzed by Pd(II)-salts, gave rise to a bicyclic, bifunctional product under mild experimental conditions. The mechanism, involving multiple carbon monoxide and double bond insertions into the Pd(II)-carbon σ-bond, has been proposed, as being consistent with the outcome of this novel ring closure reaction.