Kruppa, Michael and Imperato, Giovanni and König, Burkhard (2006) Synthesis of Chiral Amino Acids with Metal Ion Chelating Side Chains from L-Serine using Negishi Cross-Coupling Reaction. Tetrahedron 62 (7), pp. 1360-1364.
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Other URL: http://dx.doi.org/10.1016/j.tet.2005.11.034
The scope of the Negishi cross-coupling reaction of organozinc compounds derived from chiral amino acids was extended to electron rich iodoanilines and iodobenzylamines as coupling reagents. The protocol allows the direct modification of serine into phenylalanine derivatives bearing metal ion chelating ligands in their side chain, such as amino esters 6 and 7. The preparation of metal complex labeled peptides, the construction of synthetic receptors and hybrid materials are potential applications of the modified chiral amino acids.
|Date:||13 February 2006|
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König|
|Keywords:||Amino acids; Metal chelates; Organozinc compounds; C–C bond formation; Negishi coupling|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Deposited On:||05 Jul 2006|
|Last Modified:||20 Jul 2011 20:47|