Journal article

Publication year: 2007

Pages: 1474-1490

Journal: European Journal of Organic Chemistry

Volume number: 2007

Issue number: 9

DOI Link: https://doi.org/10.1002/ejoc.200600975

Publisher: Wiley

Abstract: 

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. Theserigid
analogues of γ‐aminobutyric acid (GABA) were protected at the C‐ and
N‐termini and we synthesized a number of peptides incorporating
γ‐aminoadamantanecarboxylicacids 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.

Harvard Citation style: Wanka, L., Cabrele, C., Vanejews, M. and Schreiner, P. (2007) γ‐Aminoadamantanecarboxylic Acids Through Direct C–H Bond Amidations, European Journal of Organic Chemistry, 2007(9), pp. 1474-1490. https://doi.org/10.1002/ejoc.200600975

APA Citation style: Wanka, L., Cabrele, C., Vanejews, M., & Schreiner, P. (2007). γ‐Aminoadamantanecarboxylic Acids Through Direct C–H Bond Amidations. European Journal of Organic Chemistry. 2007(9), 1474-1490. https://doi.org/10.1002/ejoc.200600975