Methods in synthesis of flavonoids. Part 2: High yield access to both enantiomers of catechin

Authors
Nay, B Monti, JP Nuhrich, A Deffieux, G Merillon, JM Vercauteren, J
Citation
B. Nay et al., Methods in synthesis of flavonoids. Part 2: High yield access to both enantiomers of catechin, TETRAHEDR L, 41(47), 2000, pp. 9049-9051
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
47
Year of publication
2000
Pages
9049 - 9051
Database
ISI
SICI code
0040-4039(20001118)41:47<9049:MISOFP>2.0.ZU;2-G
Abstract
Resolution of racemic synthetic tetra-O-benzylcatechin 2 is described, thro ugh the formation of esters 5 and 6 derived from dibenzoyl-L-tartaric acid. The diastereoisomer of the natural series 6 was separated by crystallizati on, the other one being an oil. This process allowed us to prepare enantiom erically pure (+)-catechin 8 in high yield. The pure isomer in the ent-seri es 9 could be obtained, following the same scheme of reactions. (C) 2000 El sevier Science Ltd. All rights reserved.