Action of diazomethane on methyl (Z (or E))-2-(acylamino) cinnamates. A new route to methyl (Z)-2-(acylamino)-3-methylcinnamates

C Cativiela, MD Diaz de Villegas…

Index: Cativiela, Carlos; Villegas, Maria D. Diaz de; Mayoral, Jose A.; Melendez, Enrique Journal of Organic Chemistry, 1985 , vol. 50, # 17 p. 3167 - 3169

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Citation Number: 13

Abstract

It has recently been reported'that ethyl N-acetyl-a,@-dehydroalaninate reacts with some 1, 3- dipoles in 1, 3-dipolar cycloadditions which have proved to proceed regiospecifically regardless of the presence of the acetamido group which exercises a strong directing effect on the addition of electrophilic reagents to the double bond, 2 to afford geminally functionalized heterocyclic amino carboxylic acids.