Simple, stereospecific syntheses of 14C-labelled (f) -trans-chrysanthemum mono-and di-carboxylic acids, required for biosynthetic and toxicological work, are described. The methyl esters of the acids are obtained by Wittig condensation between the (+) -trans-cyclopropane aldehyde (2) and the appropriate 14C-labelled phosphoranes. Aldehyde (2) is obtained in high yield by osmium tetroxide-sodium periodate oxidation of methyl trans-chrysanthemate. The conversion of methyl chrysanthemate into chrysanthemum dicarboxylic acid via aldehyde (2) proceeds in an overall yield of 39%.Methyl nor-( 9) and bisnor-(8) (*) -trans-chrysanthemates are synthesised from (2) by condensation with a p p ro p r i at e a I ky I i den e p hos p h o ra n es.
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