156482-49-4Relevant articles and documents
Synthesis and identification of 2,5-bis-(4-hydroxy-3-methoxyphenyl)- tetrahydrofuran-3,4-dicarboxylic acid, an unanticipated ferulate 8-8-coupling product acylating cereal plant cell walls
Schatz, Paul F.,Ralph, John,Lu, Fachuang,Guzei, Ilia A.,Bunzel, Mirko
, p. 2801 - 2806 (2006)
A new product implicated in cereal grain polysaccharide cross-linking has been authenticated by independent synthesis. Saponification of cereal grain fiber releases the RRRS/SSSR-isomer of 2,5-bis-(4-hydroxy-3-methoxyphenyl)- tetrahydrofuran-3,4-dicarboxylic acid. The parent ester logically derives from 8-8-coupling of ferulate followed by water addition to one of the incipient quinone methide moieties and internal trapping of the other. The finding adds complexity to the analysis of plant cell wall cross-linking, but provides clues to important polysaccharide cross-linking pathways occurring in planta. The Royal Society of Chemistry 2006.
A SYNTHESIS OF (+/-)-PINORESINOL AND ITS RELATED COMPOUND USING POTASSIUM PERSULFATE (K2S2O8) OXIDATION OF BENZOYLACETATES
Maruyama, Jun,Kobayashi, Miho,Miyashita, Masaaki,Kouno, Isao,Irie, Hiroshi
, p. 839 - 846 (2007/10/02)
A synthesis of (+/-)-pinoresinol has been accomplished by application of the oxidative coupling reaction of benzoylacetate with potassium persulfate as a key step.