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  • Title: Revising the absolute configurations of coatlines via density functional theory calculations of electronic circular dichroism spectra.
    Author: Genta-Jouve G, Weinberg L, Cocandeau V, Maestro Y, Thomas OP, Holderith S.
    Journal: Chirality; 2013 Mar; 25(3):180-4. PubMed ID: 23280651.
    Abstract:
    Coatline A (1) and α-epi-coatline A (4) co-occur in the trunk extract of Andira coriacea. Inspection of their chiroptical properties led to intriguing results. After a careful examination of the experimental data used for the previously reported absolute configuration of these compounds, some uncertainties were identified. A combined theoretical approach including conformational analyses and calculation of electronic circular dichroism (ECD) spectra, in addition with experimental data obtained for schoepfin A (5) and the new schoepfin D (6) isolated from Senna quinquangulata, allowed the revision of the absolute configuration of coatlines A (1) and B (2).
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