ChemInform Abstract: Conversion of D-Xylose to Protected D-Lyxose Derivatives and to D-Lyxose, via the Corresponding 1,2-Anhydride.
Abstract
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ChemInform Abstract
Certain lyxofuranosides are prepared from suitably protected xylose derivatives (IV) using similar conditions as for the preparation of methyl β-D-ribopyranoside. Xylofuranoside (IV) reacts readily with sodium salts to give the protected lyxofuranosides. A possible mechanism presumably involves initial formation of the corresponding 1,2-anhydro derivative as an intermediate. Finally, these compounds are converted into lyxoses (VIII) and (X) or into α-lyxopyranoside (XII). The sequence (IV)→(IX)→(X) affords a novel pathway from xylose to lyxose.
