Journal article

Synthesis of Cyclic Peptide Mimetics by the Successive Ring Expansion of Lactams

Thomas C Stephens, Mahendar Lodi, Andrew M Steer, Yun Lin, Matthew T Gill, William P Unsworth

CHEMISTRY-A EUROPEAN JOURNAL | WILEY-V C H VERLAG GMBH | Published : 2017

Abstract

A successive ring-expansion protocol is reported that enables the controlled insertion of natural and non-natural amino acid fragments into lactams. Amino acids can be installed into macrocycles via an operationally simple and scalable iterative procedure, without the need for high dilution. This method is expected to be of broad utility, especially for the synthesis of medicinally important cyclic peptide mimetics.

University of Melbourne Researchers

Grants

Awarded by Leverhulme Trust


Funding Acknowledgements

The authors thank the Leverhulme Trust (for an Early Career Fellowship, ECF-2015-013, for W.P.U.) and the University of York (T.C.S., A.M.S., Y.L., M.T.G., W.P.U.) for funding, the Science and Engineering Research Board, Department of Science & Technology, Government of India (for an overseas postdoctoral fellowship, M.L.) and Dr. Adrian C. Whitwood (University of York) for X-ray crystallography.