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 1477-0520
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
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: | 24 Aug 2023 23:17 |
Published Version: | https://doi.org/10.1039/d0ob02502j |
Status: | Published |
Refereed: | Yes |
Identification Number: | https://doi.org/10.1039/d0ob02502j |
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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