ArticleJournal of the American Chemical Society2012
Highly stereoselective C-C bond formation by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and chiral allylic alcohols.
Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Divergent Synthesis of Homoallylic and Allenic Sulfides, Selenides, and S,C-Sulfonium Ylides by Ruthenium Catalysis.Precision chemistry · 2026Article
- Ligand-controlled divergent asymmetric C(spNature communications · 2025Article
- A highly diastereoselective strain-release Doyle-Kirmse reaction: access to functionalized difluoro(methylene)cyclopropanes.Chemical science · 2023Article
- Recent advances in metal-catalysed asymmetric sigmatropic rearrangements.Chemical science · 2022Review
- Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage.iScience · 2022Article
- Catalytic rearrangements of onium ylides in aromatic systems.Organic & biomolecular chemistry · 2022Review
- Catalyst-Controlled Regiodivergence in Rearrangements of Indole-Based Onium Ylides.Journal of the American Chemical Society · 2021Article
- Recent Perspectives on Rearrangement Reactions of Ylides via Carbene Transfer Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Reaction Mechanism of Li and Mg Carbenoid Cyclopropanations: Metal-π and σ Interactions.ACS omega · 2019Article
- Synthesis of a Hominal Bis(difluoromethyl) Fragment.ACS omega · 2019Article
- Catalytic asymmetric trifluoromethylthiolation via enantioselective [2,3]-sigmatropic rearrangement of sulfonium ylides.Nature chemistry · 2017Article
- A Stereoselective [3+1] Ring Expansion for the Synthesis of Highly Substituted Methylene Azetidines.Angewandte Chemie (International ed. in English) · 2017Article
- Copper-Catalyzed Enantio-, Diastereo-, and Regioselective [2,3]-Rearrangements of Iodonium Ylides.Angewandte Chemie (International ed. in English) · 2017Article
- Chirality Transfer in Gold(I)-Catalysed Direct Allylic Etherifications of Unactivated Alcohols: Experimental and Computational Study.Chemistry (Weinheim an der Bergstrasse, Germany) · 2015Article
- Gold(I)-catalysed direct thioetherifications using allylic alcohols: an experimental and computational study.Chemistry (Weinheim an der Bergstrasse, Germany) · 2014Article
- Highly stereoselective synthesis of cyclopentanes bearing four stereocentres by a rhodium carbene-initiated domino sequence.Nature communications · 2014Article
- Scope and mechanistic analysis of the enantioselective synthesis of allenes by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and propargylic alcohols.Journal of the American Chemical Society · 2012Article
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3 authors.
Funding
Abstract
The tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor rhodium carbenoids and chiral allyl alcohols is a convergent C-C bond forming process, which generates two vicinal stereogenic centers. Any of the four possible stereoisomers can be selectively synthesized by appropriate combination of the chiral catalyst Rh(2)(DOSP)(4) and the chiral alcohol.
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