Ehlers, I. and Maity, P. and Aube, J. and König, Burkhard (2011) Modular Synthesis of Triazole-Containing Triaryl α-Helix Mimetics. European Journal of Organic Chemistry, pp. 2474-2490.
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We describe novel scaffold designs for nonpeptidic α-helix mimetics. The tricyclic scaffolds contain triazoles and reproduce amino acid side chains i, i+3, and i+7. The three different scaffolds are synthetically readily accessible, allow the introduction of further substituents to increase the versatility,and are suitable for library design. A modular synthesis route using Cu I- and Ru II-catalyzed azide–alkyne [3+2] cycloadditions as central steps was developed. To demonstrate the methodology, we have prepared a library of compounds containing all three scaffolds.
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König|
|Projects:||GRK 760, Graduiertenkolleg Medizinische Chemie|
|Keywords:||Helical structures / Peptidomimetics / Click chemistry / Nitrogen heterocycles / Protein-protein interactions|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Yes|
|Deposited On:||27 Apr 2011 06:25|
|Last Modified:||02 Nov 2011 09:45|