88038-05-5Relevant academic research and scientific papers
Synthesis of Condensed Tannins. Part 10. 'Dioxane-linked' Profisetinidins
Young, Desmond A.,Ferreira, Daneel,Roux, David G.
, p. 2031 - 2035 (2007/10/02)
Isolation of a natural 2,3-trans-3,4-trans:2',3'-trans-3',4'-cis-diastereoisomer of the hitherto unique -O,O-linked bis-(2,3-trans-3,4-cis-3',4',7-trihydroxyflavan) from a common source, the heartwood of Acacia mearnsii, has prompted synthesis of their hexamethyl ethers by self-condensation of (+)-3',4',7-trimethoxy-2,3-trans-flavan-3,4-trans-diol with BF3-diethyl ether in dioxane.The major 3,4-cis:3',4'-cis isomeric product of synthesis is subject to further condensation, and to inversion at a single C-2 chiral centre.Simple and complex dibenzo-α-pyrones accompany the profisetinidins in a chromogenic fraction of the heartwood extract.
