title: Structure and stereochemistry of triflavanoids containing both ether and carbon-carbon interflavanyl bonds.
abstract: The first triflavanoids with both C-C and C-O-C interflavanyl bonds, epioritin-(4beta-->6)-epioritin-(4alpha-->4)-epioritin-4beta-ol, epioritin-(4beta-->3)-epioritin-(4beta-->6)-epioritin-4beta-ol and epioritin-(4beta-->3)-epioritin-(4beta-->6)-epimesquitol-4alpha-ol, were identified in the heartwood of Acacia caffra. The ethereal interflavanyl bond is readily susceptible to reductive cleavage with sodium cyanoborohydride in trifluoroacetic acid/dichloromethane which hence permits the unequivocal assignment of the absolute configuration of constituent flavanyl units.
authors: Department of Chemistry, University of the Orange Free State, PO Box 339, 9300, Bloemfontein, South Africa.
authors: L
authors: L
authors: Bennie
authors: J
authors: J
authors: Coetzee
authors: E
authors: E
authors: Malan
authors: D
authors: D
authors: Ferreira
mesh_terms: D004987:Ethers; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification; D019685:Rosales / Q000737:chemistry*; D012997:Solvents; D014934:Wood
chemical_list: D004987:Ethers; D005419:Flavonoids; D007202:Indicators and Reagents; D010636:Phenols; D012997:Solvents