Synfacts 2019; 15(03): 0317
DOI: 10.1055/s-0037-1611466
Peptide Chemistry
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Cyclophane-Braced Peptide Macrocycles

Contributor(s):
Hisashi Yamamoto
,
Takahiro Sawano
Zhang X, Lu G, Sun M, Mahankali M, Ma Y, Zhang M, Hua W, Hu Y, Wang Q, Chen J, He G. * Qi X. * Shen W. * Liu P. * Chen G. * Nankai University, Tianjin and National Institute of Biological Sciences, Beijing, P. R. of China; University of Pittsburgh, California Institute for Biomedical Research, La Jolla, and The Pennsylvania State University, University Park, USA
A General Strategy for Synthesis of Cyclophane-Braced Peptide Macrocycles via Palladium-Catalysed Intramolecular sp3 C–H Arylation.

Nat. Chem. 2018;
10: 540-548
Further Information

Publication History

Publication Date:
15 February 2019 (online)

 

Significance

New efficient methods for the intramolecular cyclization of peptides are important in terms of the development of drugs based on cyclic peptides. The authors report a powerful method for constructing new types of peptide macrocycles through palladium-catalyzed, aminoquinoline-­directed, intramolecular C(sp3)–H arylation reactions.


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Comment

The cyclization of readily accessible linear peptide precursors selectively proceeds at side chains of either aromatic or modified non­aromatic amino acids units to provide a variety of cyclophane-braced peptide macrocycles containing small-sized cyclophanes.


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