Sl. Bonnet et al., STRUCTURE AND SYNTHESIS OF PHLOBATANNINS RELATED TO THE (4-ALPHA,6 4-BETA,8)-BIS-FISETINIDOL-CATECHIN PROFISETINIDIN TRIFLAVANOID, Phytochemistry, 43(1), 1996, pp. 241-251
The natural class of phlobaphene condensed tannins is complemented by
two functionalized hexahydrodipyrano[2,3-f:2',3'-h]chromene representi
ng the products of stereoselective pyran ring rearrangement of the 2,3
-trans-3,4-trans- and 2,3-trans-3,4-cis-flavan-3-ol moieties in the bi
s-fisetinidol-(4 alpha,6:4 beta,8)-catechin triflavanoid. Structural e
ludication of these complex natural products was effected by synthesis
via base-catalysed conversion of the 4-O(E)-methyl ether of their pre
sumed profisetinidin triflavanoid precursor. Copyright (C) 1996 Elsevi
er Science Ltd