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Issue 70, 2017
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Ring closing metathesis of unprotected peptides

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Abstract

An efficient and expedient route to the synthesis of dicarba peptides from protecting group-free sequences is reported using Ru-alkylidene catalysed olefin metathesis. A range of cyclic peptides was prepared from linear peptides containing two Z-crotyl glycine residues. Free amine groups were masked as salts with Brønsted acids preventing in situ catalyst decomposition. Excellent RCM conversion was obtained in both DMF and methanol.

Graphical abstract: Ring closing metathesis of unprotected peptides

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Publication details

The article was received on 27 May 2017, accepted on 12 Jul 2017 and first published on 17 Aug 2017


Article type: Communication
DOI: 10.1039/C7CC04100D
Citation: Chem. Commun., 2017,53, 9769-9772
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    Ring closing metathesis of unprotected peptides

    E. C. Gleeson, W. R. Jackson and A. J. Robinson, Chem. Commun., 2017, 53, 9769
    DOI: 10.1039/C7CC04100D

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