Dianions of β-(monoalkylamino) α,β-unsaturated ketones react with carbon dioxide and diethyl carbonate leading to the title compounds. 2-alkyl-5-(monoalkylamino)-3-oxo γ,8-unsaturated acids are unstable and decarboxylate in a few hours after isolation. 3-(monoalkylamino)-5-oxo β,γ-unsaturated acids are never recovered from γ-dianions. Transmetallation from enaminone dianion to esters may occur. γ-Dianions require a non-nucleophilic base to obtain better results.

Reaction of dianions of acyclic beta-enamino ketones with electrophiles .7. Synthesis of 5-(monoalkylamino)-3-oxo gamma,delta-unsaturated acids and esters and of 3-(monoalkylamino)-5-oxo beta,gamma-unsaturated esters

DALPOZZO, Renato;DE NINO, Antonio;
1996

Abstract

Dianions of β-(monoalkylamino) α,β-unsaturated ketones react with carbon dioxide and diethyl carbonate leading to the title compounds. 2-alkyl-5-(monoalkylamino)-3-oxo γ,8-unsaturated acids are unstable and decarboxylate in a few hours after isolation. 3-(monoalkylamino)-5-oxo β,γ-unsaturated acids are never recovered from γ-dianions. Transmetallation from enaminone dianion to esters may occur. γ-Dianions require a non-nucleophilic base to obtain better results.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/135841
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