ArticleNature communications2021
Transition-metal-free allylation of 2-azaallyls with allyl ethers through polar and radical mechanisms.
Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
What it found
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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.
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Who cites it
6 citing papers in PubMed.
- General and efficient access to homoallyl aminesRSC advances · 2026Article
- α-C-H Functionalization of Benzylamines: A Crucial Yet Challenging Transformation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Acyl-oxyallenes as α,β-unsaturated ketone surrogates for Giese radical addition.Chemical science · 2026Article
- Efficient construction of functionalized pyrroloindolines through cascade radical cyclization/intermolecular coupling.Chemical science · 2024Article
- Net-1,2-Hydrogen Atom Transfer of Amidyl Radicals: Toward the Synthesis of 1,2-Diamine Derivatives.Journal of the American Chemical Society · 2023Article
- α-Branched amines through radical coupling with 2-azaallyl anions, redox active esters and alkenes.Chemical science · 2022Article
Corrections and comments
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Authors and funding
9 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Allylation of nucleophiles with highly reactive electrophiles like allyl halides can be conducted without metal catalysts. Less reactive electrophiles, such as allyl esters and carbonates, usually require a transition metal catalyst to facilitate the allylation. Herein, we report a unique transition-metal-free allylation strategy with allyl ether electrophiles. Reaction of a host of allyl ethers with 2-azaallyl anions delivers valuable homoallylic amine derivatives (up to 92%), which are significant in the pharmaceutical industry. Interestingly, no deprotonative isomerization or cyclization of the products were observed. The potential synthetic utility and ease of operation is demonstrated by a gram scale telescoped preparation of a homoallylic amine. In addition, mechanistic studies provide insight into these C(sp
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Registered trials
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