A convenient generation of acetic acid dianion

M Parra, E Sotoca, S Gil

Index: Parra, Margarita; Sotoca, Enrique; Gil, Salvador European Journal of Organic Chemistry, 2003 , # 8 p. 1386 - 1388

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Citation Number: 10

Abstract

Abstract The lithium enediolate of acetic acid can be generated efficiently, as a 0.5 M solution in THF, using lithium amides prepared from n-butyllithium in THF and either diethylamine or 1, 3, 3-trimethyl-6-azabicyclo-(3.2. 1)-octane (AZA). Its reaction with carbonyl compounds leads to the corresponding β-hydroxy acids in good to moderate yields. Better yields are usually obtained when these amines are added in sub-stoichiometric amounts.( ...