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  A succinct access to omega-hydroxylated jasmonates via olefin metathesis

Jimenez-Aleman, G. H., Secinti, S., & Boland, W. (2017). A succinct access to omega-hydroxylated jasmonates via olefin metathesis. Zeitschrift für Naturforschung, C: Journal of Biosciences, 72(7-8), 285-292. doi:10.1515/znc-2017-0104.

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 Creators:
Jimenez-Aleman, Guillermo Hugo1, 2, Author           
Secinti, Selina3, Author           
Boland, Wilhelm1, Author           
Affiliations:
1Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society, ou_24028              
2IMPRS on Ecological Interactions, MPI for Chemical Ecology, Max Planck Society, Jena, DE, ou_421900              
3Department of Biochemistry, Prof. J. Gershenzon, MPI for Chemical Ecology, Max Planck Society, ou_421893              

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 Abstract: In higher plants, jasmonates are lipid-derived signaling molecules that control many physiological processes, including responses to abiotic stress, defenses against insects and pathogens, and development. Among jasmonates, ω-oxidized compounds form an important subfamily. The biological roles of these ω-modified derivatives are not fully understood, largely due to their limited availability. Herein, a brief (two-step), simple and efficient (>80% yield), versatile, gram-scalable, and environmentally friendly synthetic route to ω-oxidized jasmonates is described. The approach utilizes olefin cross-metathesis as the key step employing inexpensive, commercially available substrates and catalysts.

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 Dates: 2017-06-082017-06-29
 Publication Status: Published online
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 Identifiers: Other: BOL679
DOI: 10.1515/znc-2017-0104
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Title: Zeitschrift für Naturforschung, C: Journal of Biosciences
  Abbreviation : Z. Naturforsch., C: J. Biosci.
Source Genre: Journal
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Publ. Info: Berlin : Walter de Gruyter GmbH
Pages: - Volume / Issue: 72 (7-8) Sequence Number: - Start / End Page: 285 - 292 Identifier: ISSN: 1865-7125
CoNE: https://pure.mpg.de/cone/journals/resource/954927655916_1