Preparation of γ-Substituted β-Oxoesters with a New Heterocyclic Synthon
Ethyl 2,5-dihydro-2,3-dimethyl-5-oxoisoxazole-4-carboxylate was alkylated and acylated via its potassium-salt generated by potassium t-butoxide under convenient conditions.Hydrolysis of the enamines obtained by the catalytic hydrogenation of the 3-alkylated/acetylated derivatives affords β-oxo and β,δ-dioxoesters, respectively.Hydrogenolysis of the 3-acyl derivatives allows the regiospecific synthesis of β-enamino-δ-oxoesters.
Doleschall, Gabor,Seres, Peter,Kovacs, Attila
p. 324 - 346
(2007/10/02)
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