Pheromones, 65. Identification of the volatile components of the mandibular gland secretion of the ant Manica rubida: Structure elucidation, synthesis, and absolute configuration of Manicone

Hans Jürgen Bestmann, Athula B. Attygalle, Jürgen Glasbrenner, Roland Riemer, Otto Vostrowsky, Mauricio Gomes Constantino, Gagik Melikian, E. David Morgan

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

By means of gas chromatography and mass spectrometry, Manicone, (4E)‐4,6‐dimethyl‐4‐octen‐3‐one (1), was identified as the main component of the mandibular gland secretion of the ant Manica rubida. In addition the presence of homomanicone (2), bishomomanicone (3), normanicone (7), and a few aliphatic aldehydes and ketones was also evident in the gland. Racemic 1, 2, and 7 and optically active dihydromanicone (4), were synthesized. The (S) configuration of 1 was determined by complexation gas chromatography, on a chiral phase, of 4 as well as of the hydrogenation products of racemic and natural 1.

Original languageEnglish
Pages (from-to)55-60
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume1988
Issue number1
DOIs
StatePublished - 1988

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