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Stereoselective Peptide Modifications via β-C(sp)-H Arylations. | LitMetric

Stereoselective Peptide Modifications via β-C(sp)-H Arylations.

J Org Chem

Organische Chemie, Universität des Saarlandes, Campus, Geb. C4.2, D-66123 Saarbruecken, Germany.

Published: December 2016

Palladium-catalyzed stereoselective β-arylations of phenylalanine, proline- and pipecolinic acid-containing peptides are a versatile tool for peptide modifications. The reactions proceed without epimerization of stereogenic centers in the peptide chain. If suitable functionalized aryl iodides are introduced, subsequent cross coupling reactions can be used for further modifications. The 8-amino quinoline (AQ) directing group can easily be removed, allowing the prolongation of the peptide chain at the C-terminus.

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Source
http://dx.doi.org/10.1021/acs.joc.6b01963DOI Listing

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