ArticleAngewandte Chemie (International ed. in English)2021
Highly Active Cooperative Lewis Acid-Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
7 citing papers in PubMed.
- Chiral Salen-Based Organic Salts: Synthesis and Potential Antibacterial Activity.Molecules (Basel, Switzerland) · 2025Article
- Dynamic boron-doping switched chitin-based single-atom Pt catalyst for chemo-selective hydrogenation.Nature communications · 2025Article
- An unusual chiral-at-metal mechanism for BINOL-metal asymmetric catalysis.Nature communications · 2025Article
- Recent Advances in Asymmetric Catalysis Using p-Block Elements.Angewandte Chemie (International ed. in English) · 2024Review
- Pt(PPhScientific reports · 2023Article
- s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds.Chemical reviews · 2022Review
- Highly Active Cooperative Lewis Acid-Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones.Angewandte Chemie (International ed. in English) · 2021Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Enantiopure secondary alcohols are fundamental high-value synthetic building blocks. One of the most attractive ways to get access to this compound class is the catalytic hydroboration. We describe a new concept for this reaction type that allowed for exceptional catalytic turnover numbers (up to 15 400), which were increased by around 1.5-3 orders of magnitude compared to the most active catalysts previously reported. In our concept an aprotic ammonium halide moiety cooperates with an oxophilic Lewis acid within the same catalyst molecule. Control experiments reveal that both catalytic centers are essential for the observed activity. Kinetic, spectroscopic and computational studies show that the hydride transfer is rate limiting and proceeds via a concerted mechanism, in which hydride at Boron is continuously displaced by iodide, reminiscent to an S
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Registered trials
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