Palate, Kleopas Y., Yang, Zhongzhen, Whitwood, Adrian C. et al. (1 more author) (2022) Synthesis of medium-ring lactams and macrocyclic peptide mimetics via conjugate addition/ring expansion cascade reactions. RSC Chemical Biology. pp. 334-340. ISSN 2633-0679
Abstract
A novel conjugate addition/ring expansion (CARE) cascade reaction sequence is reported that enables medium-sized ring and macrocyclic bis-lactams to be prepared from primary amines and cyclic imides. The reactions are simple to perform, generally high yielding, and very broad in scope, especially with respect to the primary amine component. CARE reactions can also be performed iteratively, enabling β-peptoid-based macrocyclic peptide mimetics to be 'grown' via well controlled, sequential 4-Atom ring expansion reactions, with the incorporation of varied functionalised amines during each iteration.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | Funding Information: The authors would like to thank the University of York for the provision of an Eleanor Dodson Fellowship (to W. P. U.) and for supporting K. Y. P. with a PhD studentship, and the China Scholarship Council for funding (Z. Y.). Special thanks to Claudia Flandoli for preparing the graphical abstract artwork. Publisher Copyright: © 2022 The authors. |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 04 May 2022 10:10 |
Last Modified: | 16 Oct 2024 18:23 |
Published Version: | https://doi.org/10.1039/d1cb00245g |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/d1cb00245g |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:186409 |
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Description: Synthesis of medium-ring lactams and macrocyclic peptide mimetics via conjugate addition/ring expansion cascade reactions
Licence: CC-BY-NC 2.5