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Stereochemical course of the replacement of the leaving OH group with solvent-derived hydrogen. Panel A, 1H NMR resonances of the prochiral methylene protons of the hemiketals of the 2-keto-3-deoxy-D-threo-4,5-dihydroxyadipate product obtained by reaction in H2O. Panel B, 1H NMR resonances of the prochiral methylene protons of the hemiketals of the 2-keto-3-deoxy-D-threo-4,5-dihydroxyadipate product obtained by reaction in H2O.
