A SIMPLE METHOD FOR THE SYNTHESIS OF 4-ARYL-9-OXYNAPHTHOFURANONE LIGNANS

Citation
K. Kobayashi et al., A SIMPLE METHOD FOR THE SYNTHESIS OF 4-ARYL-9-OXYNAPHTHOFURANONE LIGNANS, Journal of the Chemical Society. Perkin transactions. I, (4), 1997, pp. 443-446
Citations number
55
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
4
Year of publication
1997
Pages
443 - 446
Database
ISI
SICI code
0300-922X(1997):4<443:ASMFTS>2.0.ZU;2-3
Abstract
The 9-aryl-4-oxynaphthofuran-1(3H)-one system is generally synthesized in two steps from alpha-aryl-o-toluic acid derivatives. The method in volves a tandem conjugate addition-Dieckmann type condensation between alpha-lithiated alpha-aryl-o-toluic acid derivatives and 2-furan-2(5H )-one as a key step followed by simple dehydrogenation or dehydration, and can be applied to the synthesis of two natural lignans (neojustic idin A and neojusticidin B).