The relative configurations of the stereoisomers of tartaric acid were established by

Chapter 23, Problem 23-51

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The relative configurations of the stereoisomers of tartaric acid were established by the following syntheses:

(1) D-(+)-glyceraldehyde \(\stackrel{\mathrm{HCN}}{\longrightarrow}\) diastereomers A and B (separated)

(2) Hydrolysis of A and B using aqueous \(Ba(OH)_2\) gave C and D, respectively.

(3) \(HNO_3\) oxidation of C and D gave (-)-tartaric acid and meso-tartaric acid, respectively.

(a) You know the absolute configuration of D-(+)-glyceraldehyde. Use Fischer projections to show the absolute configurations of products A, B, C, and D.

(b) Show the absolute configurations of the three stereoisomers of tartaric acid: (+)-tartaric acid, (-)-tartaric acid, and meso-tartaric acid.

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