Literature DB >> 24407339

Synthesis of (±)-disparlure.

J H Markgraf1, S I Lusskin, E C McDonald, B D Volpp.   

Abstract

A six-step, convergent synthesis has been developed for racemic (Z)-7,8-epoxy-2-methyloctadecane (disparlure), the sex pheromone of the gypsy moth. The key step is a Wittig reaction between 6-methylheptanal and triphenylundecylphosphonium bromide effected by potassium carbonate in the presence of a crown ether.

Entities:  

Year:  1983        PMID： 24407339     DOI： 10.1007/BF00988038

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN： 0098-0331            Impact factor:   2.626


  3 in total

1.  The synthesis of alkenes from carbonyl compounds and carbanions alpha to silicon. III. A full report and a synthesis of the sex pheromone of gypsy moth.

Authors:  T H Chan; E Chang
Journal:  J Org Chem       Date:  1974-11-01       Impact factor: 4.354

2.  Preparation of tritium-labeled disparlure, the sex attractant of the gypsy moth.

Authors:  R E Sheads; M Beroza
Journal:  J Agric Food Chem       Date:  1973 Sep-Oct       Impact factor: 5.279

3.  Potent sex attractant of the gypsy moth: its isolation, identification, and synthesis.

Authors:  B A Bierl; M Beroza; C W Collier
Journal:  Science       Date:  1970-10-02       Impact factor: 47.728
  3 in total

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