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Metal-catalyzed derivatization of C alpha-tetrasubstituted amino acids and their use in the synthesis of cyclic peptides

Grauer, Andreas ; Späth, Andreas ; Ma, Dawei ; König, Burkhard


C(alpha)-tetrasubstituted amino acids are important building blocks in the design and preparation of novel peptidomimetics. We report on the functionalization of the C(alpha)-tetrasubstituted THF amino acid rac-5 by copper(I) catalyzed N-arylation reactions. The aryl bromide substituent of rac-5 is replaced by a variety of aliphatic and aromatic amines. Intramolecular N-arylation yielded only ...


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