ArticleJournal of the American Chemical Society2009
Allylic C-H amination for the preparation of syn-1,3-amino alcohol motifs.
Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed.
- Chiral Anthranyl Bis-sulfoxides with Modular Chiroptical Properties Controlled by an Ionic Stimulus.ACS omega · 2026Article
- Catalytic Generation of Nitrosocarbonyls Under Mild Conditions: Advances, Challenges, and Opportunities.ChemSusChem · 2026Review
- Merging Double Hydrogen Atom Transfer and Stepwise Proton-Coupled Electron Transfer for γ‑C-H Hydrazination of Alcohols.JACS Au · 2026Article
- Stereoselective Synthesis of ChiralThe Journal of organic chemistry · 2024Article
- Diastereoconvergent synthesis ofChemical science · 2022Article
- Scaffolding-Induced Property Modulation of Chemical Space.ACS combinatorial science · 2020Article
- Asymmetric Synthesis of γ-Amino Alcohols by Copper-Catalyzed Hydroamination.Organic letters · 2019Article
- Development of an Imine Chaperone for Selective C-H Functionalization of Alcohols via Radical Relay.The Journal of organic chemistry · 2019Article
- Synthesis of anti-1,3 Amino Alcohol Motifs via Pd(II)/SOX Catalysis with the Capacity for Stereodivergence.Journal of the American Chemical Society · 2019Article
- Transition-Metal- and Light-Free Directed Amination of Remote Unactivated C(spJournal of the American Chemical Society · 2019Article
- Synthesis of Oxazinanones: Intramolecular Cyclization of Amino Acid-Derived Diazoketones via Silica-Supported HClOFrontiers in chemistry · 2019Article
- Oxa-Michael Addition to α,β-Unsaturated Nitriles: An Expedient Route to γ-Amino Alcohols and Derivatives.ChemCatChem · 2018Article
- The design of a readily attachable and cleavable molecular scaffold forChemical science · 2016Article
- Aerobic Linear Allylic C-H Amination: Overcoming Benzoquinone Inhibition.Journal of the American Chemical Society · 2016Article
- Terminal olefins to chromans, isochromans, and pyrans via allylic C-H oxidation.Journal of the American Chemical Society · 2014Article
- N-Boc amines to oxazolidinones via Pd(II)/bis-sulfoxide/Brønsted acid co-catalyzed allylic C-H oxidation.Journal of the American Chemical Society · 2014Article
- C-H activation: the road less travelled to amination.Nature chemistry · 2014Article
- A C-H oxidation approach for streamlining synthesis of chiral polyoxygenated motifs.Tetrahedron · 2013Article
- Pd(0)-catalyzed sequential C-N bond formation via allylic and aromatic C-H amination of α-methylstyrenes with diaziridinone.Organic letters · 2013Article
- Catalyst-controlled C-O versus C-N allylic functionalization of terminal olefins.Journal of the American Chemical Society · 2013Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
A highly selective and general Pd/sulfoxide-catalyzed allylic C-H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving this reactivity under mild conditions is the use of electron-deficient N-nosyl carbamate nucleophiles that are thought to promote functionalization by furnishing higher concentrations of anionic species in situ. The reaction is shown to be orthogonal to classical C-C bond-forming/-reduction sequences as well as nitrene-based C-H amination methods.
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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.