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Planta Med 2010; 76 - TC_3
DOI: 10.1055/s-0030-1264183
DOI: 10.1055/s-0030-1264183
A novel approach towards the syntheses of proanthocyanidins and biflavonoids
Oxidative condensation of tetra-O-methyl-3-oxocatechin and tetra-O-methylcatechin with silver tetrafluoroborate readily affords procyanidin B-3 analogues with the 3,4-cis diastereomers predominating. The 3-oxo-group deactivates the 8-position and no self condensation or oligomerisation was observed [1]. This condensation suggests the oxidative biosynthesis of proantocianidins from flavan-3-ol precursors [2].
Acknowledgements: 1. Mimosa Central Co-Op, 2. THRIP.
References: 1. Achilonu, M. et al. (2008) Org. Lett.10 (17): 3865–3868.
2. Weinges, K. et al. (1968) Annalen 711:184–186.