C-2 Epimerization of Aldoses Promoted by Combination of Monoamines and Alkaline Earth or Rare Earth Metal Ions, Involving a Rearrangement of the Carbon Skeleton

Article abstract of DOI:10.1246/cl.1987.1409

Aldoses are rapidly epimerized at C-2 by combination of alkaline earth or rare earth metal ions (Ca²⁺, Sr²⁺,Pr³⁺, or Ce³⁺)and monoamines (triethlamine etc.). (13)C NMR studies using <1-(13)C>-D-glucose of the Ca²⁺ system revealed that this reaction proceeds via the stereospecific rearrangement of carbon skeleton.