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  • Novotna, M., et al. (author)
  • Cis-trans isomerization of silybins A and B
  • 2014
  • In: Beilstein Journal of Organic Chemistry. - : Beilstein-Institut. - 2195-951X .- 1860-5397. ; 10, s. 1047-1063
  • Journal article (peer-reviewed)abstract
    • Methods were developed and optimized for the preparation of the 2,3-cis- and the 10,11-cis-isomers of silybin by the Lewis acid catalyzed (BF 3-OEt2) isomerization of silybins A (1a) and B (1b) (trans-isomers). The absolute configuration of all optically pure compounds was determined by using NMR and comparing their electronic circular dichroism data with model compounds of known absolute configurations. Mechanisms for cis - trans-isomerization of silybin are proposed and supported by quantum mechanical calculations. © 2014 Novotná et al; licensee Beilstein-Institut.
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