Dissolving metal reduction of carboxylic esters. A re-evaluation of the mechanism
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 24,p. 1173-1174
- https://doi.org/10.1039/c39790001173
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.Keywords
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