Functionalizable Stereocontrolled Cyclopolyethers by Ring‐Closing Metathesis as Natural Polymer Mimics
Abstract: Whereas complex stereoregular cyclic architectures are commonplace in biomacromolecules, they remain rare in synthetic polymer chemistry, thus limiting the potential to develop synthetic mimics or advanced materials for biomedical applications. Herein we disclose the formation of a stereocontrolled 1,4‐linked six‐membered cyclopolyether prepared by ring‐closing metathesis (RCM). Ru‐mediated RCM, with careful control of the catalyst, concentration, and temperature, selectively affords the six‐membered‐ring cyclopolymer. Under optimized reaction conditions, no metathetical degradation, macrocycle formation, or cross‐linking was observed. Post‐polymerization modification by dihydroxylation afforded a novel polymer family encompassing a poly (ethylene glycol) backbone and sugar‐like functionalities (“PEGose”). This strategy also paves the way for using RCM as an efficient method to synthesize other stereocontrolled cyclopolymers.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Functionalizable Stereocontrolled Cyclopolyethers by Ring‐Closing Metathesis as Natural Polymer Mimics ; volume:57 ; number:39 ; year:2018 ; pages:12835-12839 ; extent:5
Angewandte Chemie / International edition. International edition ; 57, Heft 39 (2018), 12835-12839 (gesamt 5)
- Creator
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Alkattan, Mohammed
Prunet, Joëlle
Shaver, Michael P.
- DOI
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10.1002/anie.201805113
- URN
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urn:nbn:de:101:1-2022091007512989361326
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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16.08.2025, 6:36 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Alkattan, Mohammed
- Prunet, Joëlle
- Shaver, Michael P.
Other Objects (12)
Functionalizable Stereocontrolled Cyclopolyethers by Ring‐Closing Metathesis as Natural Polymer Mimics
Olefin metathesis – ring-closing reaction
Cyclopeptide Synthesis by Ring-Closing Metathesis
Highly Substrate‐Selective Macrocyclic Ring Closing Metathesis
Selective Cross‐Metathesis Versus Ring‐Closing Metathesis of Terpenes, Taking the Path Less Travelled
Selective Cross‐Metathesis Versus Ring‐Closing Metathesis of Terpenes, Taking the Path Less Travelled
Synthesis of Berkeleylactone A by Ring‐Closing Alkyne Metathesis
Synthesis of Bioactive Macrocycles Involving Ring-Closing Metathesis Strategy
SPS of Seragamide A via Relay-Ring-Closing Metathesis
Constraining Peptide Conformations with the Help of Ring-Closing Metathesis
Ring closing metathesis : a gateway to medium size ring ethers
Olefin Ring‐closing Metathesis under Spatial Confinement: Morphology−Transport Relationships
Functionalizable Stereocontrolled Cyclopolyethers by Ring‐Closing Metathesis as Natural Polymer Mimics
Olefin metathesis – ring-closing reaction
Cyclopeptide Synthesis by Ring-Closing Metathesis
Highly Substrate‐Selective Macrocyclic Ring Closing Metathesis
Selective Cross‐Metathesis Versus Ring‐Closing Metathesis of Terpenes, Taking the Path Less Travelled
Selective Cross‐Metathesis Versus Ring‐Closing Metathesis of Terpenes, Taking the Path Less Travelled
Synthesis of Berkeleylactone A by Ring‐Closing Alkyne Metathesis
Synthesis of Bioactive Macrocycles Involving Ring-Closing Metathesis Strategy
SPS of Seragamide A via Relay-Ring-Closing Metathesis
Constraining Peptide Conformations with the Help of Ring-Closing Metathesis
Ring closing metathesis : a gateway to medium size ring ethers
Olefin Ring‐closing Metathesis under Spatial Confinement: Morphology−Transport Relationships
Functionalizable Stereocontrolled Cyclopolyethers by Ring‐Closing Metathesis as Natural Polymer Mimics
Olefin metathesis – ring-closing reaction
Cyclopeptide Synthesis by Ring-Closing Metathesis
Highly Substrate‐Selective Macrocyclic Ring Closing Metathesis
Selective Cross‐Metathesis Versus Ring‐Closing Metathesis of Terpenes, Taking the Path Less Travelled
Selective Cross‐Metathesis Versus Ring‐Closing Metathesis of Terpenes, Taking the Path Less Travelled
Synthesis of Berkeleylactone A by Ring‐Closing Alkyne Metathesis
Synthesis of Bioactive Macrocycles Involving Ring-Closing Metathesis Strategy
SPS of Seragamide A via Relay-Ring-Closing Metathesis
Constraining Peptide Conformations with the Help of Ring-Closing Metathesis
Ring closing metathesis : a gateway to medium size ring ethers