131065-08-2Relevant articles and documents
Oligomeric flavanoids. Part W. Base-catalyzed pyran rearrangements of procyanidin B 2, and evidence for the oxidative transformation of B- to A-type procyanidins
Burger, Johann F. W.,Kolodziej, Herbert,Hemingway, Richard W.,Steynberg, Jan P.,Young, Desmond A.,Ferreira, Daneel
, p. 5733 - 5740 (2007/10/02)
Procyanidin B-2 3 is subject to facile C-ring isomerizations in 0.1M NaHCO3 solution to form a novel series of 3,4,9, 10-tetrahydro-2H, 8-pyrano[2,3-h]chromenes 7, 9, and 10. The low percentage conversion of B- to A-type procyanidin 2 is rationalized in terms of an initial oxidative removal of hydride ion at C-2 (C-ring).