ArticleChemical science2020
Enantio- and diastereoselective conjugate borylation/Mannich cyclization.
Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Transient Boryl Assistance Enables Stereoselective Alkylation of Acyclic Tetrasubstituted Enolates.Angewandte Chemie (International ed. in English) · 2026Article
- Stereodivergent Synthesis of Three Contiguous Stereogenic Centers by Cu/Ir-Catalyzed Borylallylation.Angewandte Chemie (International ed. in English) · 2026Article
- Chiral Copper Catalysis in Enantioselective Domino Reactions.Molecules (Basel, Switzerland) · 2025Review
- Approach Toward Stereoselective α-Arylation by Pd/Cu-Catalyzed Arylboration of Electron Deficient Alkenes.Angewandte Chemie (International ed. in English) · 2025Article
- Updated Progress of the Copper-Catalyzed Borylative Functionalization of Unsaturated Molecules.Molecules (Basel, Switzerland) · 2023Review
- Development of a New Methodology for Dearomative Borylation of Coumarins and Chromenes and Its Applications to Synthesize Boron-Containing Retinoids.Molecules (Basel, Switzerland) · 2023Article
- Article
- Photoinduced metal-free borylation of aryl halides catalysed by anChemical science · 2022Article
- Mapping Ambiphile Reactivity Trends in the Anti-(Hetero)annulation of Non-Conjugated Alkenes via PdAngewandte Chemie (International ed. in English) · 2022Article
- Enantioselective Cu(I)-catalyzed borylative cyclization of enone-tethered cyclohexadienones and mechanistic insights.Nature communications · 2022Article
- Borane-catalyzed cascade Friedel-Crafts alkylation/[1,5]-hydride transfer/Mannich cyclization to afford tetrahydroquinolines.Chemical science · 2022Article
- Enantioselective Copper-Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones.Angewandte Chemie (International ed. in English) · 2021Article
- Beyond Carbon: Enantioselective and Enantiospecific Reactions with Catalytically Generated Boryl- and Silylcopper Intermediates.ACS central science · 2020Review
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Strategies to capitalize on enolate intermediates generated from stereoselective conjugate borylation to α,β-unsaturated carbonyl systems are surprisingly rare despite the ubiquity of Michael acceptors, and the potential to generate valuable scaffolds bearing multiple stereocenters. Herein, we report a mild and stereoselective copper-catalyzed conjugate borylation/Mannich cyclization reaction. This strategy is feasible with a broad range of Michael acceptors, and can be leveraged to generate versatile borylated tetrahydroquinoline scaffolds bearing three contiguous stereocenters. The synthetic potential of these complex heterocycles has been explored through a series of derivatization studies.
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Registered trials
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