ArticleAngewandte Chemie (International ed. in English)2014
Chemoselective boronic ester synthesis by controlled speciation.
Article in Angewandte Chemie (International ed. in English), 2014. 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.
- Fused 3D boron heterocyclesChemical science · 2026Article
- The current utility and future potential of multiborylated alkanes.Nature reviews. Chemistry · 2024Review
- Regioselective Electrophilic Addition to Propargylic B(MIDA)s Enabled by β-Boron Effect.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2023Article
- Pd-Catalyzed Organometallic-Free Homologation of Arylboronic Acids Enabled by Chemoselective Transmetalation.ACS catalysis · 2023Article
- Preparation of MIDA Anhydride and Reaction with Boronic Acids.Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2022Article
- MIDA boronate allylation - synthesis of ibuprofen.RSC advances · 2020Article
- Catalyst shuttling enabled by a thermoresponsive polymeric ligand: facilitating efficient cross-couplings with continuously recyclable ppm levels of palladium.Chemical science · 2019Article
- Use ofJournal of polymer science. Part A, Polymer chemistry · 2017Article
- Chemoselective oxidation of aryl organoboron systems enabled by boronic acid-selective phase transfer.Chemical science · 2017Article
- MIDA boronates are hydrolysed fast and slow by two different mechanisms.Nature chemistry · 2016Article
- A General Protocol for the Polycondensation of Thienyl N-Methyliminodiacetic Acid Boronate Esters To Form High Molecular Weight Copolymers.Journal of the American Chemical Society · 2016Article
- Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through C-H Activation and Orthogonal Reactivity.Angewandte Chemie (International ed. in English) · 2015Article
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Authors and funding
3 authors.
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Abstract
Control of boronic acid solution speciation is presented as a new strategy for the chemoselective synthesis of boronic esters. Manipulation of the solution equilibria within a cross-coupling milieu enables the formal homologation of aryl and alkenyl boronic acid pinacol esters. The generation of a new, reactive boronic ester in the presence of an active palladium catalyst also facilitates streamlined iterative catalytic C-C bond formation and provides a method for the controlled oligomerization of sp(2) -hybridized boronic esters.
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