Journal of Chemical Ecology

, Volume 10, Issue 5, pp 771–781 | Cite as

General approach to synthesis of chiral branched hydrocarbons in high configurational purity

  • Philip E. Sonnet


Configurationally pure (>99.6%) α-methylalkanoic acids have been employed to prepare chiral hydrocarbon semiochemicals. The stereoisomers of the following compounds were synthesized: 13-methylhentriacontane, 15-methyltritriacontane, and 15,19-dimethyltritriacontane. The first compound was identified earlier as a kairomone of the corn earworm while the other two are sex excitants of the stable fly. The methods described have broad applicability in asymmetric synthesis.

Key Words

Chiral hydrocarbons synthesis branched hydrocarbons dicestereomeric amides resolution enantiomers optical purity 


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Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • Philip E. Sonnet
    • 1
  1. 1.U.S. Department of AgricultureInsect Attractants, Behavior, and Basic Biology Research Laboratory, Agricultural Research ServiceGainesville

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