Palate, Kleopas Y, Epton, Ryan G, Whitwood, Adrian C et al. (2 more authors) (2021) Synthesis of macrocyclic and medium-sized ring thiolactones via the ring expansion of lactams. Organic and Biomolecular Chemistry. pp. 1404-1411. ISSN 1477-0539
Abstract
A side chain insertion method for the ring expansion of lactams into macrocyclic thiolactones is reported, that can also be incorporated into Successive Ring Expansion (SuRE) sequences. The reactions are less thermodynamically favourable than the analogous lactam- and lactone-forming ring expansion processes (with this notion supported by DFT data), but nonetheless, three complementary protecting group strategies have been developed to enable this challenging transformation to be achieved.
Metadata
Item Type: | Article |
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Authors/Creators: |
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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: | 27 Jan 2021 09:20 |
Last Modified: | 26 Mar 2025 00:10 |
Published Version: | https://doi.org/10.1039/d0ob02502j |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/d0ob02502j |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:170529 |
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Filename: d0ob02502j.pdf
Description: Synthesis of macrocyclic and medium-sized ring thiolactones via the ring expansion of lactams
Licence: CC-BY-NC 2.5