ArticleNature communications2022
Accessing chiral sulfones bearing quaternary carbon stereocenters via photoinduced radical sulfur dioxide insertion and Truce-Smiles rearrangement.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Remote 1,5-Difunctionalization of Alkenes via a Sulfinyl-Smiles Rearrangement and Vinylcyclopropane Ring-Opening Cascade.JACS Au · 2026Article
- Arene difunctionalization through an acyl-inserting Smiles rearrangement enabled by N-heterocyclic carbene catalysis.Nature communications · 2026Article
- Synergistic Catalysis: Integrating Acids, Metals, and Light in Nature-Inspired Asymmetric Multicomponent Synthesis.Topics in current chemistry (Cham) · 2026Review
- Photoredox-controlled chemo-divergent, regio-, and stereoselective difunctionalization of olefins via switchable SOScience advances · 2025Article
- Light-induced self-adaptive growth of photonic crystal structures in perfluorosulfonic acid ionomer films.Nature communications · 2025Article
- Article
- Recent synthetic methodology advancements towards all-carbon quaternary center formation and applications.Tetrahedron · 2025Article
- Advancing Sulfinyl Radical Chemistry: An Asymmetric Smiles Rearrangement with Chiral Sulfoxides.Angewandte Chemie (International ed. in English) · 2025Article
- Catalytic Enantioselective Smiles Rearrangement Enabled by the Directed Evolution of P450 Radical Aryl Migratases.Journal of the American Chemical Society · 2025Article
- Generation of perthiyl radicals for the synthesis of unsymmetric disulfides.Nature communications · 2025Article
- The merger of electro-reduction and hydrogen bonding activation for a radical Smiles rearrangement.Chemical science · 2024Article
- C(spNature communications · 2024Article
- Aryne-Enabled C-N Arylation of Anilines.Angewandte Chemie (International ed. in English) · 2023Article
- Synthesis of Functionalized Pyrrolidinone Scaffolds via Smiles-Truce Cascade.Organic letters · 2023Article
- An NHC-Catalyzed Desulfonylative Smiles Rearrangement of Pyrrole and Indole Carboxaldehydes.The Journal of organic chemistry · 2023Article
- Multicomponent Reactions between Heteroatom Compounds and Unsaturated Compounds in Radical Reactions.Molecules (Basel, Switzerland) · 2023Review
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
From the viewpoint of synthetic accessibility and functional group compatibility, photoredox-catalyzed sulfur dioxide insertion strategy enables in situ generation of functionalized sulfonyl radicals from easily accessible starting materials under mild conditions, thereby conferring broader application potential. Here we present two complementary photoinduced sulfur dioxide insertion systems to trigger radical asymmetric Truce-Smiles rearrangements for preparing a variety of chiral sulfones that bear a quaternary carbon stereocenter. This protocol features broad substrate scope and excellent stereospecificity. Aside from scalability, the introduction of a quaternary carbon stereocenter at position β to bioactive molecule-derived sulfones further demonstrates the practicality and potential of this methodology.
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