Synthesis and transannular Diels-Alder reaction of a cis-trans-trans and a trans-cis-cis 13-membered macrocyclic trienone

…, R Pitteloud, P Deslongchamps

Index: Marinier, Anne; Baettig, Kurt; Dallaire, Carol; Pitteloud, Rita; Deslongchamps, Pierre Canadian Journal of Chemistry, 1989 , vol. 67, p. 1609 - 1617

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Citation Number: 10

Abstract

The synthesis of the cis-trans-trans 5 and trans-cis-cis 6 macrocyclic trienones from cyclohexene is described. Upon heating at 300° C, trienone 5 underwent 1, 5-H shift and transannular Diels-Alder reaction to give adducts 33, 34, and 35 while trienone 6 provided ...