A Certain Aldotetrose, a , Produces an Optically Active

question 5

Essay

A certain aldotetrose, A , produces an optically active aldaric acid on oxidation with sodium nitrite and nitric acid. When A is subjected to modified Kiliani-Fischer conditions, two compounds are produced, B and C . On sodium borohydride reduction, B yields an optically inactive alditol, while C gives an optically active alditol. The configurational carbon in A,B , and C matches that of R -glyceraldehyde. What are the structures of A, B , and C ?

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