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The Gaunt Group @gauntgroup.bsky.social · 22/05/2025

Congrats to Marcus on this years-long effort. Read it at doi.org/10.1038/s41586-025-09159-9 #ChemSky ⚗️🧪 (3/3)

doi.org

One-carbon homologation of alkenes - Nature

Nature - One-carbon homologation of alkenes

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The Gaunt Group @gauntgroup.bsky.social · 22/05/2025

Our methodology demonstrates broad applicability across a diverse range of highly functionalised alkene substrates. It homologates terminal and internal alkenes and complex molecules like Cyclosporine A, enabling the synthesis of analogs with modified biological properties. (2/3)

Scheme showing a chemical reaction from Cyclosporin A to homo-Cyclosporin A. The novel one carbon homologation acts on the internal alkene in the WHO essential medicine Cyclosporin A and homologates it to give a novel analog with unexplore properties.

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The Gaunt Group @gauntgroup.bsky.social · 22/05/2025

Excited to share that our one-carbon alkene homologation has been published in @nature.com. 🎉 Marcus developed a simple reagent that enables the homologation of alkenes by a one-pot cross metathesis-fragmentation-retro-ene cascade giving easy access to the homologated alkene. (1/3) 🧵

Scheme showcasing and explaining the novel one-carbon alkene homologation. An (allyl)siloxymethylsulfone reagent is attached to the alkene via cross metathesis, deprotected via acid-mediated fragmentation to the sulfinic acid, and undergoes the retro-ene to deliver the homologated alkene. This reaction works across a broad scope of simple and complex alkenes, including monosubstituted, 1,1-disubstituted and 1,2-disubstituted internal alkenes.

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The Gaunt Group @gauntgroup.bsky.social · 22/01/2025

Happy to see our Carbonyl Azinylative Amination highlighted in @acs.org OPR&Ds new items of interest. Alex, Roopender and Rachel's work uses in situ generated heteroarylindium species to form diverse heteroarylaklyamines from three readily available starting materials. pubs.acs.org/doi/10.1021/...

pubs.acs.org

Some Items of Interest to Process R&D Chemists and Engineers

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The Gaunt Group @gauntgroup.bsky.social · 16/12/2024

Check out our new work in 3° alkylamine directed #Pd catalysed C-H activation in #ACSCatalysis. Jesus shows how an amino acid ligand favours one CMD pathways to preferentially give γ-C(sp3)-H actiavtion over β-H elimination enabling us to make some strained 4° centres. #ChemSky 🧪⚗️

A graphic showing a central chemical structure of a palladium-coordinated central N-alkyl piperidine which then undergoes either productive γ-C-H cleavage or decomposition via β-H elimination. DFT structures highlight how an N-Ac amino acid ligand favours the productive γ-C-H cleavage due to geometic restriction around the Pd-centre.

Find this work at https://pubs.acs.org/doi/10.1021/acscatal.4c06160

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The Gaunt Group @gauntgroup.bsky.social · 11/12/2024

We are thrilled to see our recent work on carbonyl acylative amination be highlighted in #OPRD. Congrats once more to our colleague Dr. Jianzhong Liu, who is starting his own lab at the University of Science and Technology of China (USTC). #ChemSky ⚗️🧪 pubs.acs.org/doi/10.1021/...

pubs.acs.org

Some Items of Interest to Process R&D Chemists and Engineers

OR SEARCH CITATIONS

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The Gaunt Group @gauntgroup.bsky.social · 26/11/2024

Congratulations on Dr. Joe Phelps for passing his viva 🎉🎉!! #ChemSky 🧪⚗️

A celebration in the Gaunt Group's lab kitchen including Matthew Gaunt and the newly graduated Dr. Joe Phelps.

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