Synthesis of Perhydrofuro [2, 3-b] furan Compounds and the Structure-Activity Relationships of the Antifeeding Active Compounds

Abstract

A new synthetic route to perhydrofuro [2, 3-b] furan was developed by employing 3-sub-stituted furan derivatives (t-butyl and phenyl systems) that were derived by coupling reaction with epoxides and a new reagent, lithium di (3-furyl) cuprate. The synthesized furo-furan compounds were prepared to various derivatives for testing antifeeding activities. The results suggest that higher degree activities depend on the presence of a moderately polar, substituent group. Moreover, in order to enhance the antifeeding activities, the hydroxy group of the hem iacetal should be protected with an acyl or methyl group.