STEREOSELECTIVE SYNTHESIS OF 7-SUBSTITUTED JASMONIC ACID-DERIVATIVES AND INVESTIGATION OF THEIR BIOLOGICAL-ACTIVITY

Racemic 7-substituted derivatives of methyl jasmonate have been synthe sized. Methyl 7-epi-methyljasmonate 3 was also synthesized in enantiom erically pure form in 7 steps from the Hajos-Wichert ketone 8. In addi tion the biological activity of the prepared compounds has been invest igated for the induction of tendril coiling in Bryonia dioica and the elicitation of the phytoalexin production in Eschscholtzia californica . All the synthesized compounds showed poor activity in the bioassays. The specificity of the investigated species towards methyl 7-epi-jasm onate 1 seems to be very high.