#orgchem — Public Fediverse posts
Live and recent posts from across the Fediverse tagged #orgchem, aggregated by home.social.
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When you think of a reaction between an acid and an alcohol, you think of an ester as the product. MacMillan and co-workers from Princeton have now described a different pathway: Selective decarbonylative C-C coupling via a metal-catalyzed photoredox reaction. Read more about this in JACS:
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Radical Fluorosulfonylation of Allyl Bromides:
Catalyst-free protocol under electroreductive conditions
https://www.chemistryviews.org/radical-fluorosulfonylation-of-allyl-bromides/#orgchem #fluorosulfonylation #chemistry #chemistryviews #chemviews
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Luo et al. from Tsinghua University (#China) report in #JACS a novel method to create enantioenriched α-amino aldehydes using a chiral amine catalyst and iridium photocatalysis. Through this strategy α-amino aldehydes with up to 93% ee could be synthesised and subsequently stabilised via analogues formation (e.g. through Wittig reaction).
https://me.organicchemistry.eu/post/deracemization-aldehyde-jacs-2025/
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Joseph Tuccinardi and John Wood from Baylor University (#USA), introduced a novel strategy to efficiently synthesize the core scaffold of aleutianamine. Their study involved a vinylogous Mukaiyama-Michael reaction cascade using two previously unknown coupling partners. Published in #JACS
https://me.organicchemistry.eu/post/aleutianamine-jacs-2025/
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New Option for the Late-Stage Dimethylation of Arenes
Site-selective thianthrenation combined with with a Catellani reaction provides access to 3,5-dimethylated arenes
https://www.chemistryviews.org/new-option-for-the-late-stage-dimethylation-of-arenes/
#methylation #arenes #orgchem #chemistry #chemistryviews #chemviews
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The construction of quaternary centres via C-C bond formation is a major challenge. A new stereoselective method using lithium enolates and Ru-catalysed allylic substitution has been reported in #JACS by the group of Erick Carreira (ETH #Zürich). This promising approach provides access to these sterically crowded motifs.
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Broadening the Horizon of Organic On-Surface Synthesis
Using gold nanoparticles with surface-assembled monolayers (SAMs) to achieve highly selective hetero-Ullmann coupling
https://www.chemistryviews.org/broadening-the-horizon-of-organic-on-surface-synthesis/
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"Z-Trisubstituted α,β-Unsaturated Esters and Acid Fluorides through Stereocontrolled Catalytic Cross-Metathesis" published in #JACS by Hoveyda and co-workers (Boston College, #USA).
#chemistry #orgchem @chemistry
https://pubs.acs.org/doi/10.1021/jacs.2c13245 -
Can you get cyclopropanes from 1,2-diketones. You can! Chun-Xiang Zhou and co-workers from the Xiamen University (#China) demonstrated this in the journal #JACS. A salen-type #catalyst with Mo as the active metal centre mediates this reductive reaction.
A truly powerful method with the potential of follow-up work for a more general substrate scope.