ArticleThe Journal of organic chemistry2015
Enantioselective copper-catalyzed alkynylation of benzopyranyl oxocarbenium ions.
Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Catalytic Enantioselective Alkyne Addition to Nitrones Enabled by Tunable Axially Chiral Imidazole-Based P,N-Ligands.Journal of the American Chemical Society · 2024Article
- Enantioselective Copper-Catalyzed Alkynylation of Quinolones Using Chiral P,N Ligands.The Journal of organic chemistry · 2024Article
- Highly Enantioselective Catalytic Alkynylation of Quinolones: Substrate Scope, Mechanistic Studies, and Applications in the Syntheses of ChiralACS catalysis · 2023Article
- Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.Chemical reviews · 2021Article
- Robust, Enantioselective Construction of Challenging, Biologically Relevant Tertiary Ether Stereocenters.ACS catalysis · 2021Article
- Enantioselective Alkynylation of Unstabilized Cyclic Iminium Ions.ACS catalysis · 2020Article
- From the discovery of field ionization to field desorption and liquid injection field desorption/ionization-mass spectrometry-A journey from principles and applications to a glimpse into the future.European journal of mass spectrometry (Chichester, England) · 2020Article
- Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Copper-catalyzed oxidative cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes.Organic & biomolecular chemistry · 2018Article
- Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Brønsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions.Journal of the American Chemical Society · 2018Article
- Enantioselective Copper(I)-Catalyzed Alkynylation of Oxocarbenium Ions to Set Diaryl Tetrasubstituted Stereocenters.Angewandte Chemie (International ed. in English) · 2015Article
- Diastereoselective, Zinc-Catalyzed Alkynylation of α-Bromo Oxocarbenium Ions.Organic letters · 2015Article
- Enantioselective additions of copper acetylides to cyclic iminium and oxocarbenium ions.Beilstein journal of organic chemistry · 2015Review
- Stereoselective Synthesis of Trisubstituted Vinyl Bromides by Addition of Alkynes to Oxocarbenium Ions.Synlett : accounts and rapid communications in synthetic organic chemistryArticle
Corrections and comments
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Authors and funding
4 authors.
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Abstract
We have developed highly enantioselective, copper-catalyzed alkynylations of benzopyranyl acetals. By using a copper(I) catalyst equipped with a chiral bis(oxazoline) ligand, high yields and enantioselectivities are achieved in the alkynylation of widely available, racemic isochroman and chromene acetals to deliver α-chiral oxygen heterocycles. This method demonstrates that chiral organometallic nucleophiles can be successfully used in enantioselective additions to oxocarbenium ions.
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