1971 年 20 巻 7 号 p. 402-411
The Diels-Alder addition reactions of dimethyl acetylenedicarboxylate to methyl trans-9, trans-11- and cis-9, trans-11-octadecadienoate were studied. The kinetic study shows that the dimethyl acetylenedicaboxylate has about ten times as great dienophilic activity as methyl acrylate in the addition reaction to trans, trans-conjugated octadecadienoate.
The adducts of dimethyl acetylenedicarboxylate to conjugated octadecadienoates were observed to have a 1, 4-cyclohexadiene structure by IR, NMR, and Mass spectral analyses. Furthermore, from the results of analysis of the reaction products, it has been found that the aromatization reaction of adducts proceeds along with the addition reactions.