Structure of a new xanthylium salt derivative

Citation
Ne. Es-safi et al., Structure of a new xanthylium salt derivative, TETRAHEDR L, 40(32), 1999, pp. 5869-5872
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
32
Year of publication
1999
Pages
5869 - 5872
Database
ISI
SICI code
0040-4039(19990806)40:32<5869:SOANXS>2.0.ZU;2-0
Abstract
A new polyphenolic compound with a xanthylium skeleton has been synthesised from (+)-catechin and glyoxylic acid. its structural elucidation was achie ved by UV, MS and NMR spectroscopies. Its formation involved glyoxylic acid -mediated dimerisation of(+)-catechin 1 giving thus compound 2, followed by cyclisation to a xanthene derivative 3 which by oxidation afforded the xan thylium compound 4. The detection and structural determination of the xanth ene compound confirmed the postulated mechanism. (C) 1999 Published by Else vier Science Ltd. All rights reserved.