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Aromatic Nitro Groups and Their Reactions with Chelated Ester Enolates

Daniel Stolz, Uli Kazmaier*, Rigobert Pick

*Institut für Organische Chemie, Universität des Saarlandes, 66123 Saarbrücken, Germany, Email:

D. Stolz, U. Kazmaier, R. Pick, Synthesis, 2006, 3341-3347.

DOI: 10.1055/s-2006-950228


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. Two equivalents of enolate are necessary for complete conversion, because one equivalent is oxidized during the reaction.

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Isomerization-Free Allylic Alkylations of Terminal π-Allyl Palladium Complexes

K. Krämer, U. Kazmaier, J. Org. Chem., 2006, 71, 8950-8953.

Key Words

amino acids, 1,1-diamines, hydroxylamines, chelates, enolates, nitroarenes, nitrosoarenes

ID: J66-Y2006-3260