Question

Discuss various methods of reduction of esters giving the products formed.

25 Jan 2018
Answer :
Word Count : 294

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Reaction type: Nucleophilic Acyl Substitution then NucleophilicAddition

  • Carboxylic esters are reduced give 2 alcohols, one from the alcohol portion of the ester and a 1o alcohol from the reduction of the carboxylate portion.
  • Esters are less reactive towards Nu than aldehydes or ketones.
  • They can only be reduced by LiAlH4 but NOT by the less reactive NaBH4
  • The reaction requires that 2 hydrides (H-) be added to the carbonyl group of the ester
  • The mechanism is an example of the reactive system type.
  • The reaction proceeds via
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