Profisetinidin triflavanoids

Steynberg, J.P, J.A. Steenkamp, J.F.W. Burger, A.D. Young, and D. Ferreira Oligomeric Flavanoids. Part 11. Structure and Synthesis of the First Phlobatannins Related to (4a,6 4a,8)-bis-(—)-Fisetinidol-catechin Profisetinidin Triflavanoids. J. Chem. Soc., Perkin Trans. 1, 235 (1990). 

Bonnet, S.L., J.P Steynberg, B.C.B. Bezuidenhoudt, C.M. Saunders, and D. Ferreira Oligomeric Flavanoids. Part 20. Structure and Synthesis of Phlobatannins Related to the (4p,6 4a,8)-Bis-fisetinidol-catechin Profisetinidin Triflavanoid. Phytochemistry, 43, 215 (1996). 

Saunders, C.M., S.L. Bonnet, J.P. Steynberg, and D. Ferreira Oligomeric Flavanoids Part 24. Controlled Biomimetic Synthesis of Profisetinidin Triflavanoid Related Phlobatannins. Tetrahedron, 52, 6003 (1996). 

The elegance of this simple biomimetic approach to the synthesis of proanthocyanidin oligomers was demonstrated during synthesis of the mixed profisetinidin trimers (22) and (23), i.e. analogues possessing different ABC and GHI chain extender units. Triflavanoid (22) with its fisetinidol ABC and epifisetinidol GHI units was formed by acid-catalyzed reaction of fisetinidol-(4a->8)-catechin (24) (57) and epifise-... 

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