Issue 24, 1979

Dissolving metal reduction of carboxylic esters. A re-evaluation of the mechanism

Abstract

The deoxygenation of carboxylic esters by reduction using potassium solubilised by 18-crown-6 in t-butylamine or lithium in ethylamine is shown to proceed via alkyl oxygen cleavage of the derived radial anion; in non-nucleophilic media deoxygenation giving alkane and carboxylate anion is the major pathway.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1979, 1173-1174

Dissolving metal reduction of carboxylic esters. A re-evaluation of the mechanism

A. G. M. Barrett, P. A. Prokopiou, D. H. R. Barton, R. B. Boar and J. F. McGhie, J. Chem. Soc., Chem. Commun., 1979, 1173 DOI: 10.1039/C39790001173

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