Chemistry Letters p. 903 - 904 (1981)
Update date:2022-08-03
Topics:
Imagawa, Takeshi
Nakagawa, Tsunefuni
Matsuura, Kazuyuki
Akiyama, Tetsuo
Kawanisi, Mituyosi
The reaction of furfuryl alcohols with maleic anhydride leads to tricyclic lactonecarboxylic acids through the sequence of esterification and intramolecular Diels-Alder reaction.Anodic oxidative decarboxylation of the hydrogenated products in MeOH affords 1,2,3-trisubstituted cyclopentane derivatives, viz. 1-hydroxymethyl-3-methoxy-2-oxabicyclo<2.2.1>heptane-7-syn-carboxylic lactones, potential intermediates for synthesis of iridoids.
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Doi:10.1021/ja00851a038
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