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- W2082802658 abstract "The trichothecene mycotoxin deoxynivalenol (DON) is a well known and common contaminant in food and feed. Acetylated derivatives and other biosynthetic precursors can occur together with the main toxin. A key biosynthetic step towards DON involves an oxidation of the 8-OH group of 7,8-dihydroxycalonectrin. Since analytical standards for the intermediates are not available and these intermediates are therefore rarely studied, we aimed for a synthetic method to invert this reaction, making a series of calonectrin-derived precursors accessible. We did this by developing an efficient protocol for stereoselective Luche reduction at C8. This method was used to access 3,7,8,15-tetrahydroxyscirpene, 3-deacetyl-7,8-dihydroxycalonectrin, 15-deacetyl-7,8-dihydroxycalonectrin and 7,8-dihydroxycalonectrin, which were characterized using several NMR techniques. Beside the development of a method which could basically be used for all type B trichothecenes, we opened a synthetic route towards different acetylated calonectrins." @default.
- W2082802658 created "2016-06-24" @default.
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- W2082802658 date "2014-01-10" @default.
- W2082802658 modified "2023-09-27" @default.
- W2082802658 title "Stereoselective Luche Reduction of Deoxynivalenol and Three of Its Acetylated Derivatives at C8" @default.
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- W2082802658 doi "https://doi.org/10.3390/toxins6010325" @default.
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