Zusammenfassung
Utilizing bromine-free, direct C-H bond amidations we have synthesized a large variety of adamantane amides. Depending on the precursors used these amides directly yield pharmaceutically active aminoadamantanes or gamma-aminoadamantanecarboxylic acids after hydrolytic cleavage. These rigid analogues of gamma-aminobutyric acid (GABA) were protected at the C- and N-termini and we synthesized a ...
Zusammenfassung
Utilizing bromine-free, direct C-H bond amidations we have synthesized a large variety of adamantane amides. Depending on the precursors used these amides directly yield pharmaceutically active aminoadamantanes or gamma-aminoadamantanecarboxylic acids after hydrolytic cleavage. These rigid analogues of gamma-aminobutyric acid (GABA) were protected at the C- and N-termini and we synthesized a number of peptides incorporating gamma-aminoadamantanecarboxylic acids in solution as well as via solid phase peptide synthesis. These peptides are promising scaffolds for applications in medicinal chemistry as well as in organocatalysis. ((c) Wiley-VCH Verlag GmbH & Co.
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