Abstract
Chelated amino acid ester enolates react with aromatic nitro compounds in a 1,3-addition
mode at the nitro group giving amino acids bearing an aryl(hydroxy)amino side chain.
Best results were obtained with trifluoroacetyl-protected glycinates. Two equivalents
of enolate are necessary for complete conversion, because one equivalent is oxidized
during the reaction.
Key words
amino acids - chelates - enolates - nitroarenes - nitrosoarenes
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