58065-34-2Relevant articles and documents
Enantioselective synthesis of flavonoids. Part 3. trans- and cis-flavan-3-ol methyl ether acetates
Van Rensburg, Hendrik,Van Heerden, Pieter S.,Ferreira, Daneel
, p. 3415 - 3421 (2007/10/03)
Asymmetric dihydroxylation of a series of polyoxygenated 1,3-diarylpropenes with AD-mix-α or AD-mix-β in the presence of methanesulfonamide and subsequent acid-catalysed cyclization, affords for the first time synthetic access to trans- and cis-flavan-3-ol derivatives, essentially enantiopure and in good yield.
Oligomeric flavanoids. Part 19. Reductive cleavage of the interflavanyl bond in proanthocyanidins
Steynberg, Petrus J.,Steynberg, Jan P.,Bezuidenhoudt, Barend C. B.,Ferreira, Daneel
, p. 3005 - 3012 (2007/10/03)
The interflavanyl bond in profisetinidins 1, 4 and 6, and methyl ethers 3, 5, 28 and 29 procyanidins 24 and 26, and their methyl ethers 25 and 27 is readily subject to cleavage with sodium cyanoboranuide in trifluoroacetic acid at 0 deg C.This method will contribute significantly to the structure elucidation of the 5-deoxy (A-ring) proanthocyanidins from important commercial sources.Boltzmann-averaged heterocyclic ring coupling constants as determined by a conformational global search routine (GMMX) and NOE difference spectroscopy were used to assign unequivocally the diastereotopic methylene protons in the 1H NMR spectra of flavan-3-ols, a prerequisite for corroboration of the cleavage mechanism.
Proton magnetic resonance spectra of catechin and bromocatechin derivatives: C6- vs. C8-substitution
Kiehlmann, E.,Tracey, A. S.
, p. 1998 - 2005 (2007/10/02)
The 1Hmr spectra of 20 catechin derivatives substituted at C-6/C-8 by bromine and/or hydrogen and at oxygen by methyl, acetyl, and/or hydrogen have been analyzed in deuterated acetone, acetonitrile, and chloroform.Because of its dependence on the nature o