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Synthesis Of (R)-and(S)-Enantiomers Of The Alarm Pheromone Of Atta Cephaloles Using Polymer-bound Reagent

Posted on:2008-07-24Degree:MasterType:Thesis
Country:ChinaCandidate:Z H XiaoFull Text:PDF
GTID:2121360215956767Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Polymer-bound asymmetrical synthesis has distinctive advantage compare to the synthesis in solution system. As the combinatorial chemistry has progressed, there has been increasing interest in solid phase organic synthesis using polymer-supported chiral reagent. In this paper one insect pheromone was synthesized using poly-mer-bound chiral reagent as the following sections:In first section, the recent studies on the synthesis and application of polymer-supported reagent (including oxidation reagent,reduction reagent,nucleophilic reagent,acylate reagent and C-C condensation reagent),polymer-supported catalyst and polymer-bound scavenging agents.In second section, alarm pheromone of Atta cephaloles, (4S)-4-methyl-heptan-3-one and (4R)-4-methylheptan-3-one, were synthesized using Merrifield resin-bound pyrrolidinemethanol chiral reagent by chiral alkylation reaction. Target Molecules were confirmed by ~1HNMR,MS,IR and elemental analysis and polymer-bound chiral reagent could be reused 3~5 times and the content of micromolecule were not reduced remarkably.
Keywords/Search Tags:L-proline Polymer-supported, Asymmetrical synthesis, Insect pheromone, polymer-bound reagent
PDF Full Text Request
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