Synthesis of both the enantiomers of lardolure, the aggregation pheromone of the acarid mite, lardoglyphus konoi

Kenji Mori, Shigefumi Kuwahara

Research output: Contribution to journalArticlepeer-review

47 Citations (Scopus)

Abstract

Both the enantiomers of lardolure were synthesized in 100 % optical purity and 99.6 % diastereomeric purity by use of Fráter's diastereoselective alkylation as the key-step. Since (1R,3R,5R,7R)-enantiomer showed the same ORD sign and bioactivity as those shown by the natural pheromone, the structure of lardolure was established unambiguously as (1R,3R,5R,7R)-1,3,5,7-tetramethyldecyl formate.

Original languageEnglish
Pages (from-to)5539-5544
Number of pages6
JournalTetrahedron
Volume42
Issue number20
DOIs
Publication statusPublished - 1986
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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