ArticleNature communications2018
Silicon-oriented regio- and enantioselective rhodium-catalyzed hydroformylation.
Article in Nature communications, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- CuH-Catalyzed Regio- and Enantioselective Formal Hydroformylation of Vinyl Arenes.Journal of the American Chemical Society · 2024Article
- A concise access to bridged [2,2,1] bicyclic lactones with a quaternary stereocenter via stereospecific hydroformylation.Nature communications · 2021Article
- Phosphorus coordinated Rh single-atom sites on nanodiamond as highly regioselective catalyst for hydroformylation of olefins.Nature communications · 2021Article
- Synthesis and Characterization of Rh/B⁻TNTs as a Recyclable Catalyst for Hydroformylation of Olefin Containing ⁻CN Functional Group.Nanomaterials (Basel, Switzerland) · 2018Article
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Authors and funding
10 authors.
Funding
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Abstract
Hydroformylation of 1,2-disubstituted alkenes usually occurs at the α position of the directing heteroatom such as oxygen atom and nitrogen atom. By contrast, to achieve hydroformylation on the β position of the heteroatom is a tough task. Herein, we report the asymmetric rhodium-catalyzed hydroformylation of 1,2-disubstituted alkenylsilanes with excellent regioselectivity at the β position (relative to the silicon heteroatom) and enantioselectivity. In a synthetic sense, we achieve the asymmetric hydroformylation on the β position of the oxygen atom indirectly by using the silicon group as a surrogate for the hydroxyl. Density functional theory (DFT) calculations are carried out to examine energetics of the whole reaction path for Rh/YanPhos-catalyzed asymmetric hydroformylation and understand its regioselectivity and enantioselectivity. Our computational study suggests that the silicon group can activate the substrate and is critical for the regioselectivity.
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Registered trials
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