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Pheromone Synthesis, CLXV. A New Synthesis of (3 S ,7 R ,8 E ,10 E )‐3,7,9‐Trimethyl‐8,10‐dodecadien‐6‐one, the Major Component of the Sex Pheromone of the Maritime Pine Scale
Author(s) -
Mori Kenji,
Furuuchi Takeshi,
Kiyota Hiromasa
Publication year - 1994
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.199419941003
Subject(s) - chemistry , epoxide , pheromone , sex pheromone , hydrolysis , stereochemistry , enzyme , organic chemistry , catalysis , botany , biology
(3 S ,7 R ,8 E ,10 E )‐3,7,9‐Trimethyl‐8,10‐dodecadien‐6‐one ( 1 ), the major component of the female‐produced sex pheromone of the maritime pine scale ( Matsucoccus feytaudi ), was synthesized by starting from epoxide 2 , which was obtained from meso ‐ epoxy diacetate ( F ) by employing enzyme‐catalyzed asymmetric hydrolysis as the key step.