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  • Title: Stereostructure reassignment and absolute configuration of isoepitaondiol, a meroditerpenoid from Stypopodium flabelliforme.
    Author: Areche C, San-Martín A, Rovirosa J, Muñoz MA, Hernández-Barragán A, Bucio MA, Joseph-Nathan P.
    Journal: J Nat Prod; 2010 Jan; 73(1):79-82. PubMed ID: 20000452.
    Abstract:
    Careful examination of the published NMR data for isoepitaondiol, a meroditerpenoid from Stypopodium flabelliforme, suggests that its published structure 1 must be revised. On the basis of extensive 1D and 2D NMR studies, we now propose that structure 2, with a trans-anti-trans-anti-cis arrangement fits isoepitaondiol diacetate. The relative configuration of 2 was confirmed by single-crystal X-ray diffraction, while the absolute configuration was evidenced by vibrational circular dichroism in combination with DFT B3LYP/DGDZVP calculations.
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