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Pheromone synthesis, CXLVII. – Synthesis of (1 R ,3 S ,6 R ,9 S ,10 S )‐9,10‐Epoxytetrahydroedulan, the Main Component of the Hairpencil Secretion of Male Danaid Butterfly Euploea klugii
Author(s) -
Mori Kenji,
Aki Shinji,
Kido Masaru
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199319930114
Subject(s) - decane , enantiomer , chemistry , pheromone , component (thermodynamics) , secretion , stereochemistry , sex pheromone , organic chemistry , botany , biochemistry , biology , physics , thermodynamics
The natural and (+)‐enantiomer of 9,10‐epoxytetrahydroedulan 1 , (1 R ,3 S ,6 R ,9 S ,10 S )‐9,10‐epoxy‐1,3,7,7‐tetramethyl‐2‐oxabicyclo[4.4.0]decane, the main component of the hairpencil secretion of Euploea klugii , was synthesized via (−)‐dihydroedulan II ( 2 ) by starting from ( S )‐2,4,4‐trimethyl‐2‐cyclohexen‐1‐ol ( D ).