ArticleAngewandte Chemie (International ed. in English)2021
Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 27 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
27 citing papers in PubMed, 99 citations in OpenAlex.
- Reactivity of Nitroarenes toward Alkyl Radicals Enables Direct C-H Alkylation.Journal of the American Chemical Society · 2026Article
- Catalytic Asymmetric Hydration of Alkenes.Journal of the American Chemical Society · 2026Article
- Asymmetric Total Synthesis of (-)-Verrucarol.Angewandte Chemie (International ed. in English) · 2026Article
- Article
- Article
- Electrochemical hydroxylation of alkenes with HNational science review · 2026Article
- Harnessing nitroarenes as nitrogen and oxygen sources for general oxo-aminomethylation of alkenes.Nature communications · 2025Article
- Total Synthesis of the Nominal Structure of (+)-Talaromyolide D.Journal of the American Chemical Society · 2025Article
- Asymmetric Total Synthesis of 4,9,10-Trihydroxyguaia-11(13)en-12,6-olide and Discovery of Its Anticancer Activity against Atypical Teratoid Rhabdoid Tumor.ACS central science · 2025Article
- Heterogeneous Frustrated Lewis Pair Catalysts: Rational Structure Design and Mechanistic Elucidation Based on Intrinsic Properties of Supports.Accounts of chemical research · 2025Article
- Harnessing the Reactivity of Nitroarene Radical Anions to Create Quinoline N-Oxides by Electrochemical Reductive Cyclization.Angewandte Chemie (International ed. in English) · 2025Article
- Recent advances in total synthesis of illisimonin A.Beilstein journal of organic chemistry · 2025Review
- Chemoenzymatic synthesis of the cardenolide rhodexin A and its aglycone sarmentogenin.Beilstein journal of organic chemistry · 2025Article
- Iron-catalyzed radical Markovnikov hydrohalogenation and hydroazidation of alkenes.Nature communications · 2024Article
- Synthetic and Mechanistic Studies into the Reductive Functionalization of Nitro Compounds Catalyzed by an Iron(salen) Complex.Journal of the American Chemical Society · 2024Article
- Exploring the Chemical Space Accessed by Chiral Pool Terpenes. The (-)-Caryophyllene Oxide Paradigm.Organic letters · 2024Article
- Inner- and Outer-Sphere Cross-Coupling of High FAccounts of chemical research · 2023Article
- Nature-Inspired Compounds: Synthesis and Antibacterial Susceptibility Testing of Eugenol Derivatives againstPharmaceuticals (Basel, Switzerland) · 2023Article
- Iron-Catalyzed Hydrobenzylation: Stereoselective Synthesis of (-)-Eugenial C.Journal of the American Chemical Society · 2023Article
- Anaerobic Hydroxylation of C(spJournal of the American Chemical Society · 2023Article
Corrections and comments
- Erratum issued
Authors and funding
4 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.
Indexed as
Identifiers
What OpenQuestion holds
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.