Total synthesis of four stereoisomers of methyl 4,8,12-trimethylpentadecanoate, a major component of the sex pheromone of the stink bug Edessa meditabunda

Author:

Szczerbowski Daiane12345ORCID,Schulz Stefan6789ORCID,Zarbin Paulo Henrique Gorgatti12345ORCID

Affiliation:

1. Laboratório de Semioquímicos

2. Chemistry Department

3. Federal University of Paraná

4. 81531-990 Curitiba

5. Brazil

6. Institute of Organic Chemistry

7. Technische Universität Braunschweig

8. 38106 Braunschweig

9. Germany

Abstract

A convergent synthetic route was developed for the stereoselective synthesis of four stereoisomers of methyl 4,8,12-trimethylpentadecanoate. The Fouquet-Schlosser variant of the Grignard reaction was used as key steps.

Funder

Instituto Nacional de Ciência e Tecnologia de Semioquímicos na Agricultura

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference32 articles.

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2. Delivering on the Promise of Pheromones

3. T. C. Baker , in Integrated pest management. Concepts, tatics, strategies and Case studies , ed. E. B. Radclife , W. D. Hutchinson and R. E. Cancelado , Cambridge University Press , New York , 2009 , pp. 273–285

4. K. Mori , in Topics in Current Chemistry: The Chemistry of Pheromones and Other Semiochemicals I , ed. S. Schulz , Springer , Berlin, Heidelberg , 2004 , vol. 239 , pp. 1–50

5. Review of Phytophagous Pentatomids (Hemiptera: Pentatomidae) Associated with Soybean in the Americas

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