Convenient conversion of wheat hemicelluloses pentoses (D-xylose and L-arabinose) into a common intermediate.
The transformation of D-xylose and L-arabinose, the two major components of wheat straw and bran, into a unique multifunctional, optically pure, five-carbon synthon has been achieved. The synthetic sequence requires three steps: suitable protection of the hydroxyl groups of the pentoses, introduction of an iodide at the C-5 position and zinc-mediated opening of the furanose ring leading to the formation of a common substituted pent-4-enal.
Bercier
Ariane
A
Laboratoire Réactions Sélectives et Applications, Associé au CNRS (UMR 6519), Université de Reims, Faculté des Sciences, BP 1039, F-51687 Reims France.
Plantier-Royon
Richard
R
Portella
Charles
C
D001089:Arabinose / Q000737:chemistry*; D015394:Molecular Structure; D011134:Polysaccharides / Q000737:chemistry*; D014908:Triticum / Q000737:chemistry*; D014994:Xylose / Q000737:chemistry*
D011134:Polysaccharides; C007916:hemicellulose; D014994:Xylose; D001089:Arabinose