title: Carbonylation as a novel method for the assembly of pyrazine based oligoamide alpha-helix mimetics.
abstract: The design and synthesis of oligoamide α-helix peptidomimetics is reported. The oligoamide type systems are prepared in a modular fashion by coupling the monomers using palladium-catalyzed carbonylation chemistry. This enabled us to use substrates with a low nucleophilicity, leading to previously unreported pyrazine based oligoamide α-helix mimetics. The proof of principle is given by synthesizing a small set of compounds. Various end-capping groups were introduced and also a mixed multimer was successfully prepared.
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, box 2404, B-3001 Leuven, Belgium.
authors.forename: Seger
authors.initials: S
authors.lastname: Van Mileghem
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, box 2404, B-3001 Leuven, Belgium.
authors.forename: Brecht
authors.initials: B
authors.lastname: Egle
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, box 2404, B-3001 Leuven, Belgium.
authors.forename: Philippe
authors.identifier: http://orcid.org/0000-0001-8382-8396
authors.initials: P
authors.lastname: Gilles
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, box 2404, B-3001 Leuven, Belgium.
authors.forename: Cedrick
authors.identifier: http://orcid.org/0000-0001-9076-3623
authors.initials: C
authors.lastname: Veryser
authors.affiliation: Biochemistry, Molecular and Structural Biology, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, box 2404, B-3001 Leuven, Belgium. wim.deborggraeve@kuleuven.be.
authors.forename: Luc
authors.identifier: http://orcid.org/0000-0003-2186-5209
authors.initials: L
authors.lastname: Van Meervelt
authors.affiliation: Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, box 2404, B-3001 Leuven, Belgium.
authors.forename: Wim M
authors.identifier: http://orcid.org/0000-0001-7813-6192
authors.initials: WM
authors.lastname: De Borggraeve