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: u.kazmaier
mx.uni-saarland.de
D. Stolz, U. Kazmaier, R. Pick, Synthesis, 2006, 3341-3347.
DOI: 10.1055/s-2006-950228
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. Two equivalents of enolate are necessary for complete conversion, because one equivalent is oxidized during the reaction.
see article for more examples
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
