Ring closing metathesis of unprotected peptides. Issue 70 (17th August 2017)

• Record Type: Journal Article
• Authors: Gleeson, Ellen C.; Jackson, W. Roy; Robinson, Andrea J.
• Is Part Of: Chemical communications. Volume 53:Issue 70(2017)
• Page Start: 9769
• Page End: 9772
• Publication Date: 2017-08-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc04100d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Brønsted acid masking of unprotected peptide sequences facilitates high yielding Ru-alkylidene catalysed RCM to cyclic dicarba peptidomimetics in solution. 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.