ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Transition Metal-Free Regio- and Stereo-Selective trans Hydroboration of 1,3-Diynes: A Phosphine-Catalyzed Access to (E)-1-Boryl-1,3-Enynes.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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6 citing papers in PubMed.
- Chemo-, Regio-, and StereoselectiveOrganic letters · 2024Article
- Ligand-controlled regiodivergent Ni-catalyzedChemical science · 2024Article
- An easy-to-perform evaluation of steric properties of Lewis acids.Chemical science · 2023Article
- Nickel boryl complexes and nickel-catalyzed alkyne borylation.Chemical science · 2023Article
- Mechanism of Pd/Senphos-CatalyzedThe Journal of organic chemistry · 2023Article
- Transition Metal-Free Regio- and Stereo-Selective trans Hydroboration of 1,3-Diynes: A Phosphine-Catalyzed Access to (E)-1-Boryl-1,3-Enynes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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10 authors.
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Abstract
We report a transition metal-free, regio- and stereo-selective, phosphine-catalyzed method for the trans hydroboration of 1,3-diynes with pinacolborane that affords (E)-1-boryl-1,3-enynes. The reaction proceeds with excellent selectivity for boron addition to the external carbon of the 1,3-diyne framework as unambiguously established by NMR and X-ray crystallographic studies. The reaction displays a broad substrate scope including unsymmetrical diynes to generate products in high yield (up to 95 %). Experimental and theoretical studies suggest that phosphine attack on the alkyne is a key process in the catalytic cycle.
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