Influence on Insecticidal Activity of the 3-(3, 4-Methylenedioxyphenyl) Group in the 1, 4-Benzodioxanyl Moiety of Haedoxan

Abstract

The influence on the insecticidal activity of haedoxan A of its 3-(3, 4-methylenedioxyphenyl) group in the 1, 4-benzodioxanyl moiety was examined with two (±)-(1S^*, 2R^*, 5R^*, 6S^*)-6-[(2R^*, 3R^*)-3-alkyl-6-methoxy-2-methoxymethyl-1, 4-benzodioxan-7-yl]-2-(2, 6-dimethoxyphenoxy)-1-hydroxy-3, 7-dioxabicyclo-[3.3.0] octanes. Replacement of the methylenedioxyphenyl group of haedoxan by methyl and n-butyl group resulted in a large decrease in the activity, indicating the importance of the 3-aryl group for the potent insecticidal activity of haedoxan.