VCD determination of the absolute configuration of stypotriol

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Abstract

The absolute configuration of the pentacyclic ichthyotoxin stypotriol, a constituent of Stypopodium zonale, was deduced to be 3S,5R,8R,9R,10S,13S,14S-(-) -1 by vibrational circular dichroism spectroscopy of the derived triacetate 2 in comparison to DFT B3LYP/DGDZVP calculations. Compound 2, C33H46O7 having 300 electrons, is the largest natural product successfully studied by VCD to date.

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Muñoz, M. A., Areche, C., San-Martín, A., Rovirosa, J., & Joseph-Nathan, P. (2009). VCD determination of the absolute configuration of stypotriol. Natural Product Communications, 4(8), 1037–1040. https://doi.org/10.1177/1934578x0900400804

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