ArticleJournal of the American Chemical Society2014
Asymmetric synthesis of α-branched amines via Rh(III)-catalyzed C-H bond functionalization.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- C-H Activation and Sequential Addition to Dienes and Imines: Synthesis of Amines withACS catalysis · 2024Article
- A Dual Role for theOrganic letters · 2024Article
- Rhodium-catalyzed enantioselective and diastereodivergent access to diaxially chiral heterocycles.Nature communications · 2023Article
- Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.Chemical reviews · 2020Article
- Copper-catalyzed C-S direct cross-coupling of thiols with 5-arylpenta-2,4-dienoic acid ethyl ester.RSC advances · 2018Article
- Organocatalytic asymmetric arylation of indoles enabled by azo groups.Nature chemistry · 2018Article
- Desymmetrization of Diarylmethylamido Bis(phenols) through Peptide-Catalyzed Bromination: Enantiodivergence as a Consequence of a 2 amu Alteration at an Achiral Residue within the Catalyst.The Journal of organic chemistry · 2017Article
- Convergent Synthesis ofIsrael journal of chemistry · 2017Article
- Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.Chemical reviews · 2017Article
- Rh(iii)-catalyzed double C-H activation of aldehyde hydrazones: a route for functionalized 1Chemical science · 2017Article
- Preparation of Enantiomerically Pure Perfluorobutanesulfinamide and Its Application to the Asymmetric Synthesis of α-Amino Acids.The Journal of organic chemistry · 2016Article
- Rh(III)-Catalyzed Diastereoselective C-H Bond Addition/Cyclization Cascade of Enone Tethered Aldehydes.Chemical science · 2016Article
- Asymmetric C-H functionalization of cyclopropanes using an isoleucine-NHChemical science · 2015Article
- Cobalt(III)-Catalyzed C-H Bond Amidation with Isocyanates.Organic letters · 2015Article
- Cobalt(III)-catalyzed synthesis of indazoles and furans by C-H bond functionalization/addition/cyclization cascades.Journal of the American Chemical Society · 2015Article
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Authors and funding
3 authors.
Funding
Abstract
The first asymmetric intermolecular addition of non-acidic C-H bonds to imines is reported. The use of the activating N-perfluorobutanesulfinyl imine substituent is essential for achieving sufficient reactivity and provides outstanding diastereoselectivity (>98:2 dr). Straightforward removal of the sulfinyl group with HCl yields the highly enantiomerically enriched amine hydrochlorides.
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