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Pheromone synthesis, CLX. A new synthesis of the oviposition‐deterring pheromone of the European cherry fruit fly Rhagoletis cerasi L.
Author(s) -
Mori Kenji,
Qian ZhaoHui
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.199419940311
Subject(s) - pheromone , chemistry , tephritidae , taurine , stereochemistry , botany , biology , biochemistry , pest analysis , amino acid
A new synthesis of the ammonium salt 1c of (8 RS ,15 R )‐ N ‐[(β‐ D ‐glucopyranosyloxy)‐8‐hydroxypalmitoyl]taurine, the oviposition‐deterring pheromone of the European cherry fruit fly Rhagoletis cerasi L., was achieved by starting from 2,3,4,6‐tetra‐ O ‐pivaloyl‐α‐ D ‐glucopyranosyl bromide ( 2 ), taurine ( 4 ), ethyl ( R )‐3‐hydroxybutanoate ( 5 ), propargyl alcohol ( 6 ), methyl acetoacetate ( 7 ), and 1,6‐hexanediol ( 8 ).