Compound A was oxidized with periodic acid to give B, which after acid hydrolysis gave

Chapter 23, Problem 23.36

(choose chapter or problem)

Compound A was oxidized with periodic acid to give B, which after acid hydrolysis gave C. Bromine oxidation of C gave D. Suggest structural formulas, including stereochemistry, for compounds B, C, and D. O O OH O HO OH H Compound A Compound B Compound C Compound D (C7H12O4) (C4H8O4) (C4H6O4)

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