4.4 Article

Synthesis of [3H2]-(11S,17R)-11,17-dimethylhentriacontane:: a useful tool for the study of the internalisation of communication pheromones of ant Camponotus vagus

Journal

TETRAHEDRON
Volume 56, Issue 30, Pages 5493-5497

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)00447-6

Keywords

pheromone; total synthesis; dimethylhentriacontane; citronellol; citronellal; tritium

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The convergent synthesis in high enantiomeric and diastereoisomeric purity of [H-3(2)]-(11S,17R)-11,17-dimethylhentriacontane, a communication pheromone of ant Camponotus vagus is described. The stereogenic centres were introduced from commercially available (S)-citronellol and (R)-citronellal and the tritiation step was conducted in the last step of the synthesis with tritium gas over the Wilkinson catalyst. (C) 2000 Elsevier Science Ltd. All rights reserved.

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