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Pheromone Synthesis, CLXXXI . Synthesis of the Racemate and the Enantiomers of ( Z )‐7,15‐Hexadecadien‐4‐olide, the Sex Pheromone of the Yellowish Elongate Chafer, Heptophylla picea
Author(s) -
Nakayama Tôru,
Mori Kenji
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970508
Subject(s) - pheromone , enantiomer , sex pheromone , chemistry , stereochemistry , enantioselective synthesis , lipase , botany , catalysis , organic chemistry , biology , enzyme
(4 R ,7 Z )‐7,15‐Hexadecadien‐4‐olide ( 1 ), the female‐produced sex pheromone of the yellowish elongate chafer ( Heptophylla picea ), was synthesized by lipase‐catalyzed resolution of (±)‐ 10 . The racemate and the opposite ( S )‐enantiomer of the pheromone were also synthesized. Both ( R )‐ 1 and (±)‐ 1 showed the pheromone activity.