1970 年 44 巻 1 号 p. 46-50
An excellent synthetic method of cyclotene homologue has been established. Reaction of ethyl α-ethoxalyl-propionate and ethyl acrylate in the presence of sodium hydride gave cyclotene-dicarboxylic acid-diethyl ester (5-methyl-3, 5-dicarbethoxy-2-cyclopenten-2-ol-1-one) which could be easily isolated in pure state.
Similarly, ethyl α-ethoxalyl-butyrate and ethyl α-ethoxalyl-valerate was condensed with ethyl acrylate to yield ethyl-cyclotene-dicarboxylic acid-diethyl ester and propylcyclotene-dicarboxylic acid-diethyl ester, respectively.
Decarbethoxylation of these esters with 50% phosphoric acid afforded cyclotene homologue in good yields.