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Irradiated lithium formate and amino acids

J A Simmons1

  • 174 Whitehall Park, London N19 3TN, UK. simmons74@btinternet.com

Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
|August 21, 2007
PubMed

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Amides to Amines: LiAlH4 Reduction01:20

Amides to Amines: LiAlH4 Reduction

Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, secondary, and tertiary amides yield primary, secondary, and tertiary amines, respectively.
Amide reduction requires two equivalents of the reducing agent, acting as a source of hydride ions. As shown in the figure, the reaction is initiated with a nucleophilic attack by the hydride ion at the carbonyl carbon to form a tetrahedral intermediate.