ReviewAngewandte Chemie (International ed. in English)2015
Catalytic, Stereoselective Dihalogenation of Alkenes: Challenges and Opportunities.
Review in Angewandte Chemie (International ed. in English), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 50 papers.
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Who cites it
50 citing papers in PubMed, 229 citations in OpenAlex.
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- Alternating-Polarity Electrolysis Enables Efficient Enantioselective Semipinacol Rearrangement Using Sodium Chloride.Journal of the American Chemical Society · 2026Article
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- Difluorinative Cyclopropene Rearrangement by I(I)/I(III) Catalysis: Regio- and Stereoselective Synthesis of Allyl Difluorides.Angewandte Chemie (International ed. in English) · 2025Article
- Lewis Base-Catalyzed Interhalogenation of Terminal Allenes: Selective Strategy for Accessing Vicinal Vinylic, Allylic Heterodihalides.Organic letters · 2025Article
- Halodealkenylation: Ozonolysis and Catalytic FeOrganic letters · 2024Article
- Stereospecific syn-dichlorination of allylic amines enabled by identification of a superior stereo-directing group.Communications chemistry · 2024Article
- Visible-Light-Mediated Vicinal Dihalogenation of Unsaturated C-C Bonds Using Dual-Functional Group Transfer Reagents.Journal of the American Chemical Society · 2024Article
- Unlocking the C-centered ring-opening of phosphiranium ions for a straightforward entry to functionalized phosphines.Nature communications · 2024Article
- Site-Selective Activation and Stereospecific Functionalization of Bis(boronic Esters) Derived from 2-Alkenes: Construction of Propionates and Other 1,2-Difunctional Motifs.Angewandte Chemie (International ed. in English) · 2024Article
- Transition Metal Mimetic π-Activation by Cationic Bismuth(III) Catalysts for Allylic C-H Functionalization of Olefins Using C═O and C═N Electrophiles.Journal of the American Chemical Society · 2024Article
- Electrocatalytic continuous flow chlorinations with iodine(I/III) mediators.Nature communications · 2024Article
- Controlling the regioselectivity of the bromolactonization reaction in HFIP.Chemical science · 2024Article
- Stereospecific syn-dihalogenations and regiodivergent syn-interhalogenation of alkenes via vicinal double electrophilic activation strategy.Nature communications · 2024Article
Corrections and comments
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Authors and funding
3 authors at 3 institutions in 3 countries.
Funding
Abstract
Although recent years have witnessed significant advances in the development of catalytic, enantioselective halofunctionalizations of alkenes, the related dihalogenation of olefins to afford enantioenriched vicinal dihalide products remains comparatively underdeveloped. However, the growing number of complex natural products bearing halogen atoms at stereogenic centers has underscored this critical gap in the synthetic chemist's arsenal. This Review highlights the selectivity challenges inherent in the design of enantioselective dihalogenation processes, and formulates a mechanism-based classification of alkene dihalogenations, including those that may circumvent the "classical" haliranium (or alkene-dihalogen π-complex) intermediates. A variety of metal and main group halide reagents that have been used for the dichlorination or dibromination of alkenes are discussed, and the proposed mechanisms of these transformations are critically evaluated.
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Registered trials
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.