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Novel Base-catalysed Rearrangements of (-)-Fisetinidol-(+)-catechin Profisetinidins with 2,3-trans-3,4-cis-Flavan-3-ol Constituent Units

DOI: 10.1039/c39880001055

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 1055 - 1057 (1988)

Update date:2022-08-10

Topics:

Authors:

Steynberg, Jan P.Steynberg, Jan P.

Burger, Johann F. W.Burger, Johann F. W.

Young, Desmond A.Young, Desmond A.

Brandt, Edward V.Brandt, Edward V.

Steenkamp, Jacobus A.Steenkamp, Jacobus A.

Ferreira, DaneelFerreira, Daneel

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Article abstract of DOI:10.1039/c39880001055

The (-)-fisetinidol-(4β,8)-(+)-catechin-O-methyl ether (1) is subjetc to facile C-ring isomerization in NaHCO3-NaCO3 buffer solution to form a range of novel 8,9-cis-9,10-trans-and 8,9-trans-9,10-trans-3,4,9,10-tetrahydro-2H,8H-pyrano-<2,3-h>chromenes (2)-(5); analogues (4) and (5) are representative of an unique class of phlobatannins in which the resorcinol A- and pyrocatechol B-rings are interchanged.

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Product name:(2R,3S,8R,9S,10S)-10-(2,4-Dihydroxy-phenyl)-8-(3,4-dihydroxy-phenyl)-2-(3-hydroxy-4-methoxy-phenyl)-3,4,9,10-tetrahydro-2H,8H-pyrano[2,3-f]chromene-3,5,9-triol

Cas No:119002-92-5

119002-92-5

R&D Labs maybe for 119002-92-5

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