Stereoselective synthesis of flavonoids. Part 7. Poly-oxygenated beta-hydroxydihydrochalcone derivatives

Authors
Nel, RJJ van Rensburg, H van Heerden, PS Coetzee, J Ferreira, D
Citation
Rjj. Nel et al., Stereoselective synthesis of flavonoids. Part 7. Poly-oxygenated beta-hydroxydihydrochalcone derivatives, TETRAHEDRON, 55(32), 1999, pp. 9727-9736
Citations number
40
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
32
Year of publication
1999
Pages
9727 - 9736
Database
ISI
SICI code
0040-4020(19990806)55:32<9727:SSOFP7>2.0.ZU;2-2
Abstract
Epoxidation of a series of poly-oxygenated chalcones with urea-hydrogen per oxide complex in THF in the presence of DBU and poly-(L)- or -(D)-leucine, followed by TBTH/AIBN catalysed ring opening, afforded beta-hydroxydihydroc halcones in moderate to high enantiomeric excess and yield. This represents the first stereoselective route towards this group of flavonoids. (C) 1999 Elsevier Science Ltd. All rights reserved.