A SYNTHETIC METHOD FOR NOVEL 1,2,3-TRISUBSTITUTED CYCLOPENTANE DERIVATIVES, 1-HYDROXYMETHYL-3-METHOXY-2-OXABICYCLOHEPTANE-7-CARBOXYLIC LACTONES

Article abstract of DOI:10.1246/cl.1981.903

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.