937176-07-3Relevant academic research and scientific papers
γ-aminoadamantanecarboxylic acids through direct C-H bond amidations
Wanka, Lukas,Cabrelle, Chiara,Vanejews, Maksims,Schreiner, Peter R.
, p. 1474 - 1490 (2008/09/19)
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 γ-aminoadamantanecarboxylic acids after hydrolytic cleavage. These rigid analogues of γ-aminobutyric acid (GABA) were protected at the C- and N-termini and we synthesized a number of peptides incorporating γ-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. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
