Competitive formation of β-amino acids, propenoic, and ylidenemalonic acids by the rodionov reaction from malonic acid, aldehydes, and ammonium acetate in …

…, AB Lebedeva, VD Sheludyakov, EA Kovaleva…

Index: Lebedev; Lebedeva; Sheludyakov; Kovaleva; Ustinova; Kozhevnikov Russian Journal of General Chemistry, 2005 , vol. 75, # 7 p. 1113 - 1124

Full Text: HTML

Citation Number: 10

Abstract

Abstract The Rodionov reaction of 49 available aliphatic and aromatic aldehydes with malonic acid and ammonium acetate in alcoholic medium, resulting in formation of β-amino acids, propenoic, and ylidenemalonic acids, was studied. Certain regioselectivity regularities of the reaction were revealed. Among the variety of ketones studied, cyclohexanone is the only whose reaction yields a β-amino acid. Unusual dehydrofluorination of 6-chloro-2- ...