ArticleNature chemistry2023
Cu-catalysed enantioselective radical heteroatomic S-O cross-coupling.
Article in Nature chemistry, 2023. 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.
- A General Platform for S-Stereogenic α-Fluoroalkyl S(IV/VI) Compounds via Enantioselective Radical Fluoroalkylation of Sulfenamides.Angewandte Chemie (International ed. in English) · 2026Article
- NBS-driven sulfonylation of phenols with sodium sulfinatesRSC advances · 2026Article
- Carbene-catalyzed site-selective sulfonylation and modular edition of monosaccharides for hydroxyl group stereoinversion and swapping.Nature communications · 2026Article
- Copper-Catalyzed Enantioselective Synthesis of Chiral Selenium-Based Versatile Synthons.ACS central science · 2026Article
- (Poly)Borylated Species as Modern Reactive Groups toward Unusual Synthetic Applications.Angewandte Chemie (International ed. in English) · 2026Review
- Synergistic Cu-OH and zeolite confinement in Cu/MCM-22 for benzaldehyde-mediated Mukaiyama epoxidation of long-chain α-olefins.National science review · 2026Article
- Sequential Regiodivergent Polyol Sulfonylation and Functionalization Enable Precise Engineering of Carbohydrates.JACS Au · 2026Article
- Three-component synthesis of β-thio tertiary alkylamines from simple alkenes via SScience advances · 2026Article
- Copper-catalysed asymmetric cross-coupling reactions tolerant of highly reactive radicals.Nature chemistry · 2026Article
- Enantioselective Route to Terminal 2,3-Epoxy Tosylates Enabled by Cooperative Organocatalytic Desymmetrization of 2-Substituted Glycerol Derivatives.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Palladium-Catalyzed Dual CspAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Synthesis of chiral germanium center enabled by poly-deborylative alkylation and desymmetrization.Nature communications · 2025Article
- Cu(I)-catalysed chemo-, regio-, and stereoselective radical 1,2-carboalkynylation with two different terminal alkynes.Nature communications · 2025Article
- Metalloradical Catalysis: General Approach for Controlling Reactivity and Selectivity of Homolytic Radical Reactions.Angewandte Chemie (International ed. in English) · 2024Review
- Informatic Capabilities of Translation and Its Implications for the Origins of Life.Journal of molecular evolution · 2023Review
- Whisperings from not so silent mutations.Nature reviews. Microbiology · 2023Article
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Authors and funding
13 authors.
Funding
Abstract
The transition-metal-catalysed cross-coupling reaction has established itself as one of the most reliable and practical synthetic tools for the efficient construction of carbon-carbon/heteroatom (p-block elements other than carbon) bonds in both racemic and enantioselective manners. In contrast, development of the corresponding heteroatom-heteroatom cross-couplings has so far remained elusive, probably due to the under-investigated and often challenging heteroatom-heteroatom reductive elimination. Here we demonstrate the use of single-electron reductive elimination as a strategy for developing enantioselective S-O coupling under Cu catalysis, based on both experimental and theoretical results. The reaction manifests its synthetic potential by the ready preparation of challenging chiral alcohols featuring congested stereocentres, the expedient valorization of the biomass-derived feedstock glycerol, and the remarkable catalytic 4,6-desymmetrization of inositol. These results demonstrate the potential of enantioselective radical heteroatomic cross-coupling as a general chiral heteroatom-heteroatom formation strategy.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.