The improved synthesis of queen bee pheromones

Authors
Zhu, HY Lin, J He, HP Liu, FC
Citation
Hy. Zhu et al., The improved synthesis of queen bee pheromones, CHEM J CH U, 20(3), 1999, pp. 415-417
Citations number
11
Categorie Soggetti
Chemistry
Journal title
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE
ISSN journal
02510790 → ACNP
Volume
20
Issue
3
Year of publication
1999
Pages
415 - 417
Database
ISI
SICI code
0251-0790(199903)20:3<415:TISOQB>2.0.ZU;2-E
Abstract
In this paper, we described the synthesis of the main bioactive components of queen bee pheromones, queen substance 9-oxo-2E-decenoic acid (1) and sti nk-odour inhibitor 9-hydroxy-2E-decenoic acid (2) from natural oleic acid. The key intermediate 9-heptadecene-2-one (5) was obtained by PdCl2(PPh3)(2) catalytic decarboxylation of oleic acid and followed by Wacker oxidation. The synthesis of the trace components, 4-hydroxy-3-methoxyphenylethanol (3) , is also reported.