Insect venoms, attractants, and repellents. VI. Synthesis of the dolichodials

Abstract

The cis-trans, trans-cis, and trans-trans-dolichodials (II, III, and IV) have been synthesized from the ethylene acetal of ethyl α-(2-formyl-3-methylcyclopentyl)-cyanoacetate, a transformation product of D-(+)-citronellal. The cis-trans and trans-cis-isomers (II and III) are enantiomers of the natural dolichodial.