The sugar shown is reduced with $NaBH X_{4}$ in water. The carbonyl carbon becomes a new stereocentre and attack is possible from either face. How many distinct alditols (counting each distinct compound once, no mixtures of enantiomers formed) are obtained? Give your answer as an integer.

Numerical answer type, tolerance 0.5.

Answer: 2

Hydride attack on the C=O at C-2 from the two faces gives both configurations at C-2 while C-3, C-4 and C-5 are unchanged. The two products are D-glucitol and D-mannitol, which are diastereomers; enumeration of the new centre gives 2 distinct compounds. The sugar is D-fructose.

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The sugar shown is reduced with NaBHX4​ in water. The carbonyl carbon becomes a new stereocentre and attack is possible from either face. How many distinct alditols (counting each distinct compound once, no mixtures of enantiomers formed) are obtained? Give your answer as an integer.

Answer: 2

More questions on Monosaccharide classification from drawn structures

The sugar shown is reduced with $NaBH X_{4}$ in water. The carbonyl carbon becomes a new stereocentre and attack is possible from either face. How many distinct alditols (counting each distinct compound once, no mixtures of enantiomers formed) are obtained? Give your answer as an integer.