1220986-70-8Relevant articles and documents
Cis-trans isomerization of silybins A and B
Novotna, Michaela,Gazak, Radek,Biedermann, David,Di Meo, Florent,Marhol, Petr,Kuzma, Marek,Bednarova, Lucie,Fuksova, Katerina,Trouillas, Patrick,Kren, Vladimir
, p. 1047 - 1063 (2014)
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.