Journalartikel

γ‐Aminoadamantanecarboxylic Acids Through Direct C–H Bond Amidations


AutorenlisteWanka, L; Cabrele, C; Vanejews, M; Schreiner, PR

Jahr der Veröffentlichung2007

Seiten1474-1490

ZeitschriftEuropean Journal of Organic Chemistry

Bandnummer2007

Heftnummer9

DOI Linkhttps://doi.org/10.1002/ejoc.200600975

VerlagWiley


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.




Zitierstile

Harvard-ZitierstilWanka, 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-ZitierstilWanka, 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



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