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Stereoselective syntheses of semichemicals : Applications in ecological chemistry

<p>This thesis describes the syntheses of semiochemicals and their applications in the development of control methods for pest insects. The compounds synthesized are divided into three groups: 1) Lepidoptera pheromones; 2) methyl substituted chiral pheromones and 3) aphid pheromones. </p><p>Different purification techniques have been explored in order to provide > 99% pure semiochemicals for field tests. Examples of the techniques are uses of urea inclusion complexes, argentum chromatography, low temperature crystallization and what we call the Baeckström isolation technique.</p><p>Iridoids have been produced in a synthetic strategy including an intramolecular enal-enamine [4+2] cycloaddition, a dynamic acetylation and an enantioselective transesterification mediated by a lipase from Pseudomonas cepacia. The use of chiral auxiliaries to perform the intramolecular [4+2] cycloaddition has also been investigated. A useful asymmetric route to iridoids has been developed.</p>

Identiferoai:union.ndltd.org:UPSALLA/oai:DiVA.org:kth-74
Date January 2004
CreatorsSantangelo, Ellen M.
PublisherKTH, Chemistry, Stockholm : Kemi
Source SetsDiVA Archive at Upsalla University
LanguageEnglish
Detected LanguageEnglish
TypeDoctoral thesis, comprehensive summary, text
RelationTrita-IOK, 1100-7974 ; 2004:93

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