ArticleNature communications2017
A reaction mode of carbene-catalysed aryl aldehyde activation and induced phenol OH functionalization.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
What it found
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Who cites it
9 citing papers in PubMed, 69 citations in OpenAlex.
- Carbon and Heteroatom Activation via N-Heterocyclic Carbene-Bound Dearomative Intermediates for Stereoselective Annulation Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Carbene organic catalytic planar enantioselective macrolactonization.Nature communications · 2024Article
- Oxidative N-Heterocyclic Carbene Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Review
- NHC-catalyzed covalent activation of heteroatoms for enantioselective reactions.Chemical science · 2021Review
- N-Heterocyclic carbene-catalyzed enantioselective hetero-[10 + 2] annulation.Communications chemistry · 2020Article
- N-Heterocyclic carbene based catalytic platform for Hauser-Kraus annulations.Chemical science · 2020Article
- N-Heterocyclic Carbene Catalyzed Photoenolization/Diels-Alder Reaction of Acid Fluorides.Angewandte Chemie (International ed. in English) · 2020Article
- Article
- Carbene-Catalyzed Enantioselective Decarboxylative Annulations to Access Dihydrobenzoxazinones and Quinolones.Angewandte Chemie (International ed. in English) · 2019Article
Corrections and comments
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Authors and funding
11 authors at 4 institutions in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The research in the field of asymmetric carbene organic catalysis has primarily focused on the activation of carbon atoms in non-aromatic scaffolds. Here we report a reaction mode of carbene catalysis that allows for aromatic aldehyde activation and remote oxygen atom functionalization. The addition of a carbene catalyst to the aldehyde moiety of 2-hydroxyl aryl aldehyde eventually enables dearomatization and remote OH activation. The catalytic process generates a type of carbene-derived intermediate with an oxygen atom as the reactive centre. Inexpensive achiral urea co-catalyst works cooperatively with the carbene catalyst, leading to consistent enhancement of the reaction enantioselectivity. Given the wide presence of aromatic moieties and heteroatoms in natural products and synthetic functional molecules, we expect our reaction mode to significantly expand the power of carbene catalysis in asymmetric chemical synthesis.
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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.