ArticleAngewandte Chemie (International ed. in English)2017
Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Tailored chiral phosphoramidites support highly enantioselective Pd catalysts for asymmetric aminoalkylative amination.Nature communications · 2024Article
- Three-Component Radical Cross-Coupling: Asymmetric Vicinal Sulfonyl-Esterification of Alkenes Involving Sulfur Dioxide.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Enantioselective remote methylene C-H (hetero)arylation of cycloalkane carboxylic acids.Science (New York, N.Y.) · 2024Article
- Fluorine in metal-catalyzed asymmetric transformations: the lightest halogen causing a massive effect.Chemical science · 2022Review
- Recent Advances in Catalytic Alkyne Transformation via Copper Carbene Intermediates.Molecules (Basel, Switzerland) · 2022Review
- Zinc Iodide Catalyzed Synthesis of Trisubstituted Allenes from Terminal Alkynes and Ketones.ACS omega · 2021Article
- Synthesis of 12-Membered Tetra-aza Macrocyclic Pyridinophanes Bearing Electron-Withdrawing Groups.The Journal of organic chemistry · 2020Article
- Copper Hydride Catalyzed Enantioselective Synthesis of Axially Chiral 1,3-Disubstituted Allenes.Journal of the American Chemical Society · 2019Article
- Catalytic enantioselective construction of axial chirality in 1,3-disubstituted allenes.Nature communications · 2019Article
- Copper-catalyzed cyanothiolation to incorporate a sulfur-substituted quaternary carbon center.Chemical science · 2017Article
- Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines.Angewandte Chemie (International ed. in English) · 2017Article
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Authors and funding
7 authors.
Funding
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Abstract
We report herein the asymmetric coupling of flow-generated unstabilized diazo compounds and propargylated amine derivatives, using a new pyridinebis(imidazoline) ligand, a copper catalyst and base. The reaction proceeds rapidly, generating chiral allenes in 10-20 minutes with high enantioselectivity (89-98 % de/ee), moderate yields and a wide functional group tolerance.
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