Efficient syntheses of (10E,12Z,15Z)-9-oxo- and 
(9Z,11E,15E)-13-oxo-octadecatrienoic acids - two stress metabolites of wounded 
plants

Koch, T.; Hoskovec, M.; Boland, W.

doi:10.1016/S0040-4020(02)00231-4

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Efficient syntheses of (10E,12Z,15Z)-9-oxo- and (9Z,11E,15E)-13-oxo-octadecatrienoic acids - two stress metabolites of wounded plants

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Koch, T.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Hoskovec, M.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Boland, W.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Citation

Koch, T., Hoskovec, M., & Boland, W. (2002). Efficient syntheses of (10E,12Z,15Z)-9-oxo- and (9Z,11E,15E)-13-oxo-octadecatrienoic acids - two stress metabolites of wounded plants. Tetrahedron, 58(16), 3271-3274. doi:10.1016/S0040-4020(02)00231-4.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0012-A12B-C

Abstract

Configurationally pure 9-oxo-10E, 12Z,15Z- and 13-oxo- 9Z,11E,15E-octadecatrienoic acid are available from linolenic acid via regioselective functionalisation using lipoxygenases from soybean or tomato at specific pH conditions. Reduction of the resulti