@article{5ab858362391454990cef978978127c5,
title = "Synthesis of α- and β-D-glucopyranuronate 1-phosphate and α-D-glucopyranuronate 1-fluoride: intermediates in the synthesis of D-glucuronic acid from starch",
abstract = "The title uronates were prepared by 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) catalysed sodium hypochlorite oxidation of α- and β-D-glucopyranosylphosphate (α-/β-Glc-1-P) and α-D-glucopyranosyl fluoride (α-Glc-1-F). Quantitative recovery of the TEMPO catalyst was achieved by azeotropic distillation of a small part of the reaction mixture. Also, a heterogeneous catalyst system was prepared by immobilisation of 4-oxo-tetramethyl-1-piperidinyloxy (OTEMPO) on amino-functionalized silica. The protected uronates were hydrolysed to yield D-glucuronate. Since α- and β-Glc-1-P and α-Glc-1-F can be obtained from starch in one step, D-glucuronic acid is now available from starch in a convenient three-step sequence.",
keywords = "catalyst immobilization, d-glucuronic acid, naocl-tmepo oxidation, α-d-glucopyranuronate 1-fluoride, α-d-glucopyranuronate 1-phosphate, β-d-glucopyranuronate 1-phosphate",
author = "Andr{\'e} Heeres and {Van Doren}, {Henk A.} and Gotlieb, {Kees F.} and Bleeker, {Ido Pieter}",
year = "1997",
month = apr,
day = "1",
doi = "10.1016/s0008-6215(97)00030-x",
language = "English",
volume = "299",
pages = "221--227",
journal = "Carbohydrate Research",
issn = "0008-6215",
publisher = "Elsevier Limited",
number = "4",
}