Carbonylation as a novel method for the assembly of pyrazine based oligoamide alpha-helix mimetics

Van Mileghem, Seger, Egle, Brecht, Gilles, Philippe, Veryser, Cedrick, Van Meervelt, Luc ORCID: 0000-0003-2186-5209 and De Borggraeve, Wim M (2017) Carbonylation as a novel method for the assembly of pyrazine based oligoamide alpha-helix mimetics. ORGANIC & BIOMOLECULAR CHEMISTRY, 15 (2). pp. 373-378.

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Official URL: http://dx.doi.org/10.1039/c6ob02358d

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.

Item Type:	Article
Depositing User:	Symplectic Admin
Date Deposited:	13 Aug 2019 15:14
Last Modified:	19 Jan 2023 00:31
DOI:	10.1039/c6ob02358d
Open Access URL:	https://pubs.rsc.org/en/content/articlelanding/201...
Related URLs:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3051650