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、 HO HCC-OH C-OH OH HO-C-H HO H OH HO H HO H HO- -H+ -OH ←→ H OH H OH H OH H OH H OH H OH H- OH H 一OH CH2OH CH>OH CHOH CHOH D-glucose enolate D-mannose Copyright 2005 Pearson Prentice Hall,Inc. => 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. =>