ArticleChemical science2018
Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes.
Article in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Article
- Enantioselective Syntheses of Secondary Alkylboronates via Asymmetric Regioselective Reduction of 1,3-Dienylboronates.Angewandte Chemie (International ed. in English) · 2026Article
- Catalyst-Controlled, Regiodivergent Aminooxygenation Reactions of Dienes.The Journal of organic chemistry · 2026Article
- Dienes as Versatile Substrates for Transition Metal-Catalyzed Reactions.Angewandte Chemie (International ed. in English) · 2024Review
- Cu-Catalyzed Enantioselective Protoboration of 2,3-Disubstituted 1,3-Dienes.Organic letters · 2023Article
- New insights into the mechanism of synergetic photoredox/copper(i)-catalyzed carbocyanation of 1,3-dienes: a DFT study.Chemical science · 2023Article
- Ligand Control in Co-Catalyzed Regio- and Enantioselective Hydroboration: Homoallyl Secondary Boronates via Uncommon 4,3-Hydroboration of 1,3-Dienes.Journal of the American Chemical Society · 2023Article
- A New Paradigm in Enantioselective Cobalt Catalysis: Cationic Cobalt(I) Catalysts for Heterodimerization, Cycloaddition, and Hydrofunctionalization Reactions of Olefins.Accounts of chemical research · 2021Article
- Enantio- and diastereoselective conjugate borylation/Mannich cyclization.Chemical science · 2020Article
- Pyridine(diimine) Iron Diene Complexes Relevant to Catalytic [2+2]-Cycloaddition Reactions.Advanced synthesis & catalysis · 2020Article
- Cationic Co(I)-Intermediates for Hydrofunctionalization Reactions: Regio- and Enantioselective Cobalt-Catalyzed 1,2-Hydroboration of 1,3-Dienes.Journal of the American Chemical Society · 2019Article
- Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes.Journal of the American Chemical Society · 2018Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A highly enantioselective Cu-catalyzed borylation of 2-substituted 1,3-dienes is reported. The use of a chiral phosphanamine ligand is essential in achieving high chemo-, regio-, diastereo- and enantioselectivity. It provides access to a variety of homoallylic boronates in consistently high yield and enantiomeric excess with 2-aryl and 2-heteroaryl 1,3-dienes as well as sterically demanding 2-alkyl 1,3-dienes. Preliminary investigations based on a non-linear effect study point to a mechanism involving more than one metal center.
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Registered trials
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