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Stereochemistry of the conversion of (R) coriolic acid into δ-decanolide in Cladosporium suaveolens

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Summary

In growing cultures of Cladosporium suaveolens (R) coriolic acid (3) is converted into 5-decanolide enriched in the (S) enantiomer (2) (ca. 0.4 ee), while recovered coriolic acid shows the same enantiomeric composition of the precursor, as indicated by NMR studies onto a set of (+)-MTPA derivatives.

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Fronza, G., Fuganti, C., Grasselli, P. et al. Stereochemistry of the conversion of (R) coriolic acid into δ-decanolide in Cladosporium suaveolens . Biotechnol Lett 15, 1233–1236 (1993). https://doi.org/10.1007/BF00130303

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