ArticleNature communications2015
A C-H bond activation-based catalytic approach to tetrasubstituted chiral allenes.
Article in Nature communications, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 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
18 citing papers in PubMed, 149 citations in OpenAlex.
- Triple cross-electrophile coupling enabled by palladium/norbornene cooperative catalysis.Science advances · 2025Article
- Stereoselectivity control in Rh-catalyzed β-OH elimination for chiral allene formation.Nature communications · 2023Article
- Copper-catalyzed propargylic C-H functionalization for allene syntheses.Chemical science · 2023Article
- Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Enynes and Aldehydes.Angewandte Chemie (International ed. in English) · 2022Article
- Photo and copper dual catalysis for allene syntheses from propargylic derivatives via one-electron process.Nature communications · 2022Article
- The power of trichlorosilylation: isolable trisilylated allyl anions, allyl radicals, and allenyl anions.Chemical science · 2021Article
- Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination.Journal of the American Chemical Society · 2021Article
- Palladium-catalyzed allene synthesis enabled by β-hydrogen elimination from spNature communications · 2021Article
- Halogenated salt assisted Cu-catalyzed asymmetric 1,4-borylstannation of 1,3-enynes: enantioselective synthesis of allenylstannes.Chemical science · 2020Article
- Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles.Chemical science · 2019Article
- Site-selective C-H activation and regiospecific annulation using propargylic carbonates.Chemical science · 2019Article
- A ruthenium(ii)-catalyzed C-H allenylation-based approach to allenoic acids.Chemical science · 2019Article
- Hydroxy group-enabled highly regio- and stereo-selective hydrocarboxylation of alkynes.Chemical science · 2019Article
- Enantiodivergent Synthesis of Allenes by Point-to-Axial Chirality Transfer.Angewandte Chemie (International ed. in English) · 2018Article
- Rhodium-Catalyzed [4 + 1] Cyclization via C-H Activation for the Synthesis of Divergent Heterocycles Bearing a Quaternary Carbon.The Journal of organic chemistry · 2018Article
- Enantioselective Synthesis of Allenes by Catalytic Traceless Petasis Reactions.Journal of the American Chemical Society · 2017Article
- A Simple and Versatile Amide Directing Group for C-H Functionalizations.Angewandte Chemie (International ed. in English) · 2016Review
- Palladium-catalysed formation of vicinal all-carbon quaternary centres via propargylation.Nature communications · 2016Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Enantioselective synthesis of fully substituted allenes has been a challenge due to the non-rigid nature of the axial chirality, which spreads over three carbon atoms. Here we show the commercially available simple Rh complex may catalyse the CMD (concerted metalation/deprotonation)-based reaction of the readily available arenes with sterically congested tertiary propargylic carbonates at ambient temperature affording fully substituted allenes. It is confirmed that the excellent designed regioselectivity for the C-C triple bond insertion is induced by the coordination of the carbonyl group in the directing carbonate group as well as the steric effect of the tertiary O-linked carbon atom. When an optically active carbonate was used, surprisingly high efficiency of chirality transfer was realized, affording fully substituted allenes in excellent enantiomeric excess (ee).
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.