Convenient conversion of wheat hemicelluloses pentoses (d-xylose and l-arabinose) into a common intermediate

Abstract: 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. [Copyright &y& Elsevier]