ArticleAngewandte Chemie (International ed. in English)2017
A Boron Alkylidene-Alkene Cycloaddition Reaction: Application to the Synthesis of Aphanamal.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Enantioenriched Alkylboron Synthesis Via a Chiral Diborylalkane Platform.Journal of the American Chemical Society · 2026Article
- Borylcyclopropanes: Synthetic Strategies and Applications.Angewandte Chemie (International ed. in English) · 2026Review
- Transition Metal-Free Borata-Alkene/Alkyne Metathesis Enables Access to Cyclopentenes.Angewandte Chemie (International ed. in English) · 2026Article
- Inductive Diastereoselective Rationale for a Catalytic Strategy to Build Densely Chiral Five-Membered Carbocycles.JACS Au · 2026Article
- Diastereodivergent electrophilic trapping of α-boryl lithium derivatives.Beilstein journal of organic chemistry · 2026Article
- Vicinal Stereocenter Construction via α-Boryl Carbanions from Borylated Cyclopropanes.Journal of the American Chemical Society · 2025Article
- Palladium-catalyzed cross-coupling ofRSC advances · 2025Article
- Uncatalyzed Carbometallation Involving Group 13 Elements: Carboboration and Carboalumination of Alkenes and Alkynes.Synthesis · 2023Article
- Diastereodivergent Synthesis of Cyclopentyl Boronic Esters Bearing Contiguous Fully Substituted Stereocenters.Angewandte Chemie (International ed. in English) · 2022Article
- Homologation of aryl ketones to long-chain ketones and aldehydes via C-C bond cleavage.iScience · 2022Article
- Article
- Synthesis of Quaternary Carbon Stereogenic Centers by Diastereoselective Conjugate Addition of Boron-Stabilized Allylic Nucleophiles to Enones.Journal of the American Chemical Society · 2020Article
- 1,Journal of the American Chemical Society · 2020Article
- Stereospecific Allylic Functionalization: The Reactions of Allylboronate Complexes with Electrophiles.Journal of the American Chemical Society · 2017Article
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Authors and funding
4 authors.
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Abstract
We describe an unusual net [2+2] cycloaddition reaction between boron alkylidenes and unactivated alkenes. This reaction provides a new method for the construction of carbocyclic ring systems bearing versatile organoboronic esters. Aside from surveying the scope of this reaction, we provide details about the mechanistic underpinnings of this process, and examine its application to the synthesis of the natural product aphanamal.
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