ArticleACS catalysis2025
Excited-State Palladium-Catalyzed Radical Allylic Alkylation: Rapid Access to C2-Allyl Carbohydrates.
Article in ACS catalysis, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Site-Selective Distal Arylation of Sugars Enabled by Cyclic Acetals.Journal of the American Chemical Society · 2026Article
- Article
- Article
- General Light-Induced Pd-Catalyzed Allylic C-H Alkylation of Internal Alkenes: Direct Access to Tertiary and Quaternary Carbon Centers.Journal of the American Chemical Society · 2025Article
- Modular synthesis of PAHs from aryl halides and terminal alkynes via photoinduced palladium catalysis.Nature communications · 2025Article
- Synthesis of Borylated Orphaned Cyclopropanes through a Boron-Enabled Cycloisomerization Reaction.Journal of the American Chemical Society · 2025Article
- Catalytic 1,2-Radical Acyloxy Migration: A Strategy to Access Novel Chemical Space and Reaction Profiles.Accounts of chemical research · 2025Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
Glycomimetics has emerged as a promising strategy to mimic the biological activities of carbohydrates while enhancing drug-like properties. Yet, their efficient synthesis and modifications remain a major challenge. Herein, we report an excited-state Pd-catalyzed, rapid synthesis of C2-allylated carbohydrates, useful synthons for preparing glycomimetics, from readily available α-bromosugars. The transformation features a high level of atom economy, broad functional group tolerance, and suitability for late-stage modification of complex molecules. Preliminary experimental and computational studies suggest a radical mechanism involving excited Pd species, 1,2-radical migration (RaM), and kinetic-controlled β-H elimination processes. We anticipate that our findings will broaden the reaction profile of excited-state Pd catalysis and enable rapid access to valuable glycomimetics.
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Registered trials
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