ArticleAngewandte Chemie (International ed. in English)2024
Enantioconvergent Cross-Nucleophile Coupling: Copper-Catalyzed Deborylative Cyanation.
Article in Angewandte Chemie (International ed. in English), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Copper-Catalyzed Amino Radical Transfer-Mediated Deborylation for Chiral Ester Synthesis.Angewandte Chemie (International ed. in English) · 2026Article
- Enantioconvergent Chan-Evans-Lam C(spJournal of the American Chemical Society · 2026Article
- Uncovering outer-sphere mechanisms governing chemoselectivity in copper-photocatalyzed ATRA reactions of CFChemical science · 2026Article
- Enantioconvergent Chan-Lam Coupling: Synthesis of Chiral Benzylic Amides via Cu-Catalyzed Deborylative Amidation.Journal of the American Chemical Society · 2025Article
- Nickel-catalyzed C(spCommunications chemistry · 2025Article
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Authors and funding
7 authors.
Funding
Abstract
Organoboron compounds are widely utilized in organic synthesis for their diverse reactivity, modular preparation, and stability compared to other classes of organometallic reagents. While organoboron species are commonly employed as nucleophiles in cross-coupling reactions, their potential as racemic building blocks in enantioconvergent transformations remains largely untapped. Herein, we demonstrate the direct utilization of alkylboronic pinacol esters in intermolecular enantioconvergent transformations. Specifically, this work describes the development and mechanistic study of an enantioconvergent deborylative cyanation enabled by Cu catalysis. This method imparts a high degree of enantioselectivity and tolerates a wide range of common functional groups and heterocycles. The reaction is proposed to proceed through a radical-relay mechanism. Aniline-assisted homolysis of the carbon-boron bond results in prochiral alkyl radicals that are functionalized by in situ generated Cu(II)(CN)
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