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Issue 21, 2019
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Flow-chemistry enabled efficient synthesis of β-peptides: backbone topology vs. helix formation

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Abstract

Enantiodiscriminative helix formation was observed for β-peptide H14 helices. This observation is caused by the synperiplanar orientation of H–O atoms which is more unfavorable than those for H–H interaction. The 1,2 H–O interaction leads to the destruction of the helical structure. The introduction of a double C–C bond in the backbone rules out helix formation.

Graphical abstract: Flow-chemistry enabled efficient synthesis of β-peptides: backbone topology vs. helix formation

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Publication details

The article was received on 22 Dec 2018, accepted on 25 Jan 2019 and first published on 25 Jan 2019


Article type: Communication
DOI: 10.1039/C8CC10147G
Citation: Chem. Commun., 2019,55, 3061-3064

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    Flow-chemistry enabled efficient synthesis of β-peptides: backbone topology vs. helix formation

    I. Nekkaa, D. Bogdán, T. Gáti, S. Béni, T. Juhász, M. Palkó, G. Paragi, G. K. Tóth, F. Fülöp and I. M. Mándity, Chem. Commun., 2019, 55, 3061
    DOI: 10.1039/C8CC10147G

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