ArticleJournal of the American Chemical Society2016
Direct Synthesis of Alkenyl Boronic Esters from Unfunctionalized Alkenes: A Boryl-Heck Reaction.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed, 100 citations in OpenAlex.
- HighlyThe Journal of organic chemistry · 2025Article
- Potent and Selective Oxidatively Labile Ether-Based Prodrugs through Late-Stage Boronate Incorporation.Angewandte Chemie (International ed. in English) · 2024Article
- Iterative Dual-Metal and Energy Transfer Catalysis Enables Stereodivergence in Alkyne Difunctionalization: Carboboration as Case Study.ACS catalysis · 2023Article
- AChemical science · 2023Article
- Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.Organic process research & development · 2022Review
- Accessing IllusiveOrganic letters · 2022Article
- Inorganometallics (Transition Metal-Metalloid Complexes) and Catalysis.Chemical reviews · 2022Review
- C-Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes.Angewandte Chemie (International ed. in English) · 2021Article
- Synthesis of 1,1-Diboryl Alkenes Using the Boryl-Heck Reaction.Organic letters · 2021Article
- Visible Light-Induced Pd-Catalyzed Alkyl-Heck Reaction of Oximes.ACS catalysis · 2021Article
- Sulfonate N-Heterocyclic Carbene-Copper Complexes: Uniquely Effective Catalysts for Enantioselective Synthesis of C-C, C-B, C-H, and C-Si Bonds.Angewandte Chemie (International ed. in English) · 2020Review
- Zirconium-Catalyzed Atom-Economical Synthesis of 1,1-Diborylalkanes from Terminal and Internal Alkenes.Angewandte Chemie (International ed. in English) · 2020Article
- Regio- and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles.Angewandte Chemie (International ed. in English) · 2020Article
- Copper-Catalyzed Triboration of Terminal Alkynes Using BAngewandte Chemie (International ed. in English) · 2020Article
- Synthesis of Unsaturated Silyl HeterocyclesOrganometallics · 2019Article
- Cross-Coupling of Heteroatomic Electrophiles.Chemical reviews · 2019Review
- Synthesis of Trisubstituted Alkenyl Boronic Esters from Alkenes Using the Boryl-Heck Reaction.Organic letters · 2018Article
- A Bench-Stable, Single-Component Precatalyst for Silyl-Heck Reactions.Organic letters · 2017Article
- Heck-like Reactions Involving Heteroatomic Electrophiles.European journal of organic chemistry · 2017Article
- Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction.Journal of the American Chemical Society · 2017Article
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
We report the first example of a boryl-Heck reaction using an electrophilic boron reagent. This palladium-catalyzed process allows for the conversion of terminal alkenes to trans-alkenyl boronic esters using commercially available catecholchloroborane (catBCl). In situ transesterification allows for rapid access to a variety of boronic esters, amides, and other alkenyl boron adducts.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.