Microscale, random reduction: Application to the characterization of (3E,8Z,11Z)-3,8,11-tetradecatrienyl acetate, a new lepidopteran sex pheromone

Athula B. Attygalle, Gulab N. Jham, Aleš Svatoš, Rosa T.S. Frighetto, Jerrold Meinwald, Evaldo F. Vilela, Fernando A. Ferrara, Manoel A. Uchôa-Fernandes

Research output: Contribution to journalArticlepeer-review

36 Scopus citations

Abstract

The major sex attractant released by Scrobipalpuloides absoluta, a devastating tomato pest, was identified as (3E,8Z,11Z)-3,8,11-tetradecatrienyl acetate by a novel strategy involving the random reduction of double bonds. The technique is applicable to double bond localization of polyunsaturated compounds available even in nanogram quantities. The triene ester was synthesized by a stereospecific procedure and shown to be highly attractive to conspecific males and identical to the natural substance.

Original languageEnglish
Pages (from-to)5471-5474
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number31
DOIs
StatePublished - 31 Jul 1995

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