Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics

Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics

The amide moiety of peptides can be replaced for example by a triazole moiety, which is considered to be bioisosteric. Therefore, the carbonyl moiety of an amino acid has to be replaced by an alkyne in order to provide a precursor of such peptidomimetics. As most amino acids have a chiral center at...

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Bibliographic Details
Main Authors: Matthias Wünsch, David Schröder, Tanja Fröhr, Lisa Teichmann, Sebastian Hedwig, Nils Janson, Clara Belu, Jasmin Simon, Shari Heidemeyer, Philipp Holtkamp, Jens Rudlof, Lennard Klemme, Alessa Hinzmann, Beate Neumann, Hans-Georg Stammler, Norbert Sewald
Format: Article
Language:English
Published: Beilstein-Institut 2017-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
amino acid analogous side chains
desilylation
Ellman’s chiral sulfinamide
intramolecular Huisgen reaction
peptidomimetics
propargylamines
rearrangement to α,β-unsaturated imines
Online Access:https://doi.org/10.3762/bjoc.13.240

Internet

https://doi.org/10.3762/bjoc.13.240

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