Synthesis of echinotinctone, a fungal fluorone pigment

Authors
Ruth, M Steglich, W
Citation
M. Ruth et W. Steglich, Synthesis of echinotinctone, a fungal fluorone pigment, SYNTHESIS-S, (5), 2000, pp. 677-680
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
5
Year of publication
2000
Pages
677 - 680
Database
ISI
SICI code
0039-7881(200005):5<677:SOEAFF>2.0.ZU;2-H
Abstract
Echinotinctone (3) is formed by acid-catalyzed condensation of 1,2,4-trihyd roxytoluene (1) with orcylaldehyde (2), a reaction mimicking the probable b iosynthesis. A more efficient stepwise synthesis proceeds via the benzophen one intermediate 11, which can be converted to 2,6-dihydroxy-1,8-dimethyl-3 H-xanthen-3-one (3) by LiAlH4 reduction and subsequent acid-catalyzed ring closure.