TY - JOUR
T1 - Pheromones, 65. Identification of the volatile components of the mandibular gland secretion of the ant Manica rubida
T2 - Structure elucidation, synthesis, and absolute configuration of Manicone
AU - Bestmann, Hans Jürgen
AU - Attygalle, Athula B.
AU - Glasbrenner, Jürgen
AU - Riemer, Roland
AU - Vostrowsky, Otto
AU - Constantino, Mauricio Gomes
AU - Melikian, Gagik
AU - Morgan, E. David
PY - 1988
Y1 - 1988
N2 - 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.
AB - 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.
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U2 - 10.1002/jlac.198819880111
DO - 10.1002/jlac.198819880111
M3 - Article
AN - SCOPUS:84985209680
SN - 0170-2041
VL - 1988
SP - 55
EP - 60
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 1
ER -