Epimerization In base,H on C2 may be removed to form enolate ion.Reprotonation may change the stereochemistry of C2. Abstraction of the a proton Reprotonation H、 H H =0 HO: HCOH :C一OH OH HO-C✉H HO- -H OH HO- H HO- H H一 0-H HO- H +-OH H OH H OH OH H OH H OH H OH H OH H OH CH2OH CH2OH CH2OH CH2OH D-glucose enolate D-mannose Chapter 23 13 Chapter 23 13 Epimerization In base, H on C2 may be removed to form enolate ion. Reprotonation may change the stereochemistry of C2. =>