ArticleChemical science2022
Nickel/Brønsted acid dual-catalyzed regio- and enantioselective hydrophosphinylation of 1,3-dienes: access to chiral allylic phosphine oxides.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Catalyst-Controlled Regio- and Enantioselective Hydrophosphination of α,β-Unsaturated Pyridyl Ketones.ACS omega · 2026Article
- Additive-Controlled Regioswitching in Ni-Catalyzed Enantioselective Hydrophosphination of Unactivated Alkenes.Journal of the American Chemical Society · 2026Article
- P-Chiral Organophosphorus Compounds: Synthesis, Mechanism, and Applications.Chemistry, an Asian journal · 2026Review
- Ligand-controlled regiodivergent and enantioselective hydrophosphorylation of styrenes by palladium.Nature communications · 2025Article
- Asymmetric formal spNature communications · 2023Article
- Enantioselective Hydroalkoxylation of 1,3-Dienes via Ni-Catalysis.Journal of the American Chemical Society · 2023Article
- Ni-Catalyzed Enantioselective Hydrofunctionalizations of 1,3-Dienes.ACS catalysis · 2022Review
- Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes.Chemical science · 2022Article
- Ni-catalyzed asymmetric hydrophosphinylation of conjugated enynes and mechanistic studies.Chemical science · 2022Article
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
While chiral allylic organophosphorus compounds are widely utilized in asymmetric catalysis and for accessing bioactive molecules, their synthetic methods are still very limited. We report the development of asymmetric nickel/Brønsted acid dual-catalyzed hydrophosphinylation of 1,3-dienes with phosphine oxides. This reaction is characterized by an inexpensive chiral catalyst, broad substrate scope, and high regio- and enantioselectivity. This study allows the construction of chiral allylic phosphine oxides in a highly economic and efficient manner. Preliminary mechanistic investigations suggest that the 1,3-diene insertion into the chiral Ni-H species is a highly regioselective process and the formation of the chiral C-P bond is an irreversible step.
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Registered trials
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