ArticleJournal of the American Chemical Society2015
Alkyne hydroacylation: switching regioselectivity by tandem ruthenium catalysis.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed, 87 citations in OpenAlex.
- Rhodium-CatalyzedACS omega · 2026Article
- Enantioselective Synthesis of Allylic Sulfones via Rhodium-Catalyzed Direct Hydrosulfonylation of Allenes and Alkynes.Journal of the American Chemical Society · 2024Article
- Intermolecular Metal-Catalyzed C‒C Coupling of Unactivated Alcohols or Aldehydes for Convergent Ketone Construction beyond Premetalated Reagents.ACS catalysis · 2023Article
- Conformationally Biased Ketones React Diastereoselectively with Allylmagnesium Halides.The Journal of organic chemistry · 2022Article
- Diverse saturated heterocycles from a hydroacylation/conjugate addition cascade.Chemical science · 2022Article
- Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes.ACS catalysis · 2021Article
- Diastereo- and Enantioselective Ruthenium-Catalyzed C-C Coupling of 1-Arylpropynes and Alcohols: Alkynes as Chiral Allylmetal Precursors in CarbonylJournal of the American Chemical Society · 2021Article
- A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes.Chemical science · 2019Article
- Alkyne Hydroheteroarylation: Enantioselective Coupling of Indoles and Alkynes via Rh-Hydride Catalysis.Journal of the American Chemical Society · 2017Article
- Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine.Journal of the American Chemical Society · 2017Article
- Sequential catalysis: exploiting a single rhodium(i) catalyst to promote an alkyne hydroacylation-aryl boronic acid conjugate addition sequence.Chemical science · 2017Article
- Mechanisms for nickel(0)/N-heterocyclic carbene-catalyzed intramolecular alkene hydroacylation: insights from a DFT study.Journal of molecular modeling · 2017Article
- Traceless Rhodium-Catalyzed Hydroacylation Using Alkyl Aldehydes: The Enantioselective Synthesis of β-Aryl Ketones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- Direct Synthesis of Highly Substituted Pyrroles and Dihydropyrroles Using Linear Selective Hydroacylation Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- Tandem Rh-catalysis: decarboxylative β-keto acid and alkyne cross-coupling.Chemical communications (Cambridge, England) · 2016Article
- Mechanisms and reactivity differences for the cobalt-catalyzed enantioselective intramolecular hydroacylation of ketones and alkenes: insights from density functional calculations.Journal of molecular modeling · 2016Article
- Editorial of Special Issue Ruthenium Complex: The Expanding Chemistry of the Ruthenium Complexes.Molecules (Basel, Switzerland) · 2015Article
- Rhodium-Catalyzed Enantioselective Hydroamination of Alkynes with Indolines.Journal of the American Chemical Society · 2015Article
- Tandem rhodium catalysis: exploiting sulfoxides for asymmetric transition-metal catalysis.Organic & biomolecular chemistry · 2015Article
- Enantioselective ruthenium-catalyzed carbonyl allylation via alkyne-alcohol C-C bond-forming transfer hydrogenation: allene hydrometalation vs oxidative coupling.Journal of the American Chemical Society · 2015Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
By using tandem Ru-catalysis, internal alkynes can be coupled with aldehydes for the synthesis of β,γ-unsaturated ketones. The catalyst promotes alkyne transformations with high regioselectivity, with examples that include the differentiation of a methyl vs ethyl substituent on the alkyne. Mechanistic studies suggest that the regioselectivity results from a selective allene formation that is governed by allylic strain.
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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.