4.5 Article

Thiol-Ene Click Reactions - Versatile Tools for the Modification of Unsaturated Amino Acids and Peptides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 31, Pages 7101-7109

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300672

Keywords

Amino acids; Peptides; Click chemistry; Allylation; Thiols

Funding

  1. Deutsche Forschungsgemeinschaft (DFG) (DFG)

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Terminal gamma,delta-unsaturated amino acids, easily available by Claisen rearrangement or palladium-catalysed allylic alkylation, are excellent substrates for radical thiol additions. These click reactions allow the introduction of highly functionalized side-chains into a given amino acid or peptide. This protocol is suitable for the modification of all kinds of terminal alkenes, such as allyl protecting groups.

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