Abstract

Enantiomeric pairs of sn-1,2-0-diacyl-3-0-alkyl and sn-1-0-alkyl-2,3-0-diacyl glycerols containing ω-fluoroacyl or ω-fluoroalkyl groups were prepared and were fed to the Eastern subterranean termite. Insects fed the enantiomeric 1-0-(ω-fluoroalkyl) ethers showed similar mortality vs time courses and LC 50s (at four days), as did those fed the chiral alkyl diacyl glycerols bearing the ω-fluoroacyl group at the 2 position. However, the sn-1-0-(ω-fluoroacyl) showed lower toxicity and a slower time course for mortality than did the sn-3-0-(ω-fluoroacyl) enantiomer, consistent with a partially stereoselective lipolysis at the sn-3-position.

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