Selective Syntheses of (S)-1-Methylbutyl (E)-2,4-Dimethyl-2-Pentenoate, an Aggregation Pheromone Component of<i>Rhyzopertha dominica</i>, and of (E)-2-Butyl-2-Octenal, an Alarm Pheromone Component of<i>Oecophylla longinoda</i><i>via</i>2-Substituted 1-Sdlyl-1-Stannylethenes 1)
作者:Renzo Rossi、Adriano Carpita、Tommaso Messeri
DOI:10.1080/00397919208019259
日期:1992.2
Two easily available stereodefined organobimetallic compounds, i.e. (Z)-1-trimethylsilyl-1-trimethylstannyl-3-methyl-1-butene, (Z)-1a, and (Z)-1-trimethylsilyl-1-tributylstannyl-1-heptene, (Z)-12, which serve as direct precursors to reagents which are synthetic equivalents of the 1-alkene 2d1 synthon 20, have been used as key intermediates in selective and efficient syntheses of two insect pheromone components, i.e. enantiomerically pure (S)-1-methylbutyl (E)-2,4-dimethyl-2-pentenoate (dominicalure-2), (S)(E)-10, and (E)-2-butyl-2-octenal, (E)-11, respectively.