cis–trans Isomerization of silybins A and B

نویسندگان

  • Michaela Novotná
  • Radek Gažák
  • David Biedermann
  • Florent Di Meo
  • Petr Marhol
  • Marek Kuzma
  • Lucie Bednárová
  • Kateřina Fuksová
  • Patrick Trouillas
  • Vladimír Křen
چکیده

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 (BF3∙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.

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عنوان ژورنال:

دوره 10  شماره 

صفحات  -

تاریخ انتشار 2014