(a) A mixture of (R)-2,3-dihydroxypropanal (D-glyceraldehyde) and 1,3-dihydroxyacetone that is treated with aqueous NaOH rapidly yields a...
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(a) A mixture of (R)-2,3-dihydroxypropanal (D-glyceraldehyde) and 1,3-dihydroxyacetone that is treated with aqueous NaOH rapidly yields a mixture of three sugars: D-fructose, D-sorbose, and racemic dendroketose (only one enantiomer is shown here). Explain this result by means of a detailed mechanism.
(b) The same product mixture is also obtained if either the aldehyde or the ketone alone is treated with base. Explain.
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a The reaction of a mixture of R23dihydroxypropanal Dglyceraldehyde and 13dihydroxyacetone with aqueous NaOH involves several complex steps First the ...View the full answer
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Related Book For 
Organic Chemistry structure and function
ISBN: 978-1429204941
6th edition
Authors: K. Peter C. Vollhardt, Neil E. Schore
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