117479-74-0Relevant articles and documents
OLIGOMERIC FLAVANOIDS. PART 13. SYNTHESIS OF PROFISETINIDINS BASED ON (-)-ROBINETINIDOL AND (+)-EPIFISETINIDOL
Malan, Johannes C. S.,Steenkamp, Jacobus A.,Young, Desmond A.,Ferreira, Daneel
, p. 7859 - 7868 (2007/10/02)
Acid-catalyzed condensation of (+)-mollisacacidin with an excess of (-)-robinetinidol afforded a novel series of bi-, tri-, and tetraflavanoid profisetinidins.They are accompanied by (-)-fisetinidol-(4α,2')-(-)-robinetinidol which results from the pyrogallol B-ring of (-)-robinetinidol serving as nucleophile competing with its resorcinol A-ring in coupling with a C-4 carbocationic intermediate.Similar condensation with (+)-epifisetinidol led to the exclusive formation of -interflavanyl bonds, these units being 'linearly' arranged in the tetraflavanoid analogue in contrast to the 'branched' nature of the (-)-robinetinidol homologue.