Selfcondensation of some γ-keto acids in sulphuric acid |
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Authors: | P Kolsaker E Berner |
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Institution: | Universitetets Kjemiske institutt, Blindern/Oslo 3, Norway |
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Abstract: | A novel type of selfcondensation of some aliphatic and aromatic γ-keto acids (capable of forming γ-lactols) in concentrated sulphuric acid is described. A mechanism for the reaction is proposed, where the key intermediates are the carbonium ion formed by loss of the OH group in the γ-lactols and the α,β-unsaturated γ-lactone with an exocyclic double bond in γ-position formed by loss of one molecule of water from the γ-lactols. The proposal is supported by deuteration experiments. Structure determinations are based on IR, PMR and MS. |
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