A new answer to a 100-year-old puzzle is presented here, namely, why are galactosides hydrolyzed faster than glucosides? This disparity was long attributed to facilitation by axial OH groups of a conformational change en route to the transition state. However, the results presented here indicate that differences in the electron-withdrawing effects (represented by arrows) of equatorial (A) and axial OH groups (B) are decisive.
|Number of pages||3|
|Journal||Angewandte Chemie - International Edition|
|Publication status||Published - Sep 17 2001|
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