ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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12 citing papers in PubMed.
- Electrochemical Enantioselective Nickel-Catalyzed Cross-Coupling of Aldehydes with Aryl Iodides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- One-Pot Regio- and Diastereoselective Gold-Catalyzed Propargylation of in Situ Activated Chromones and Consecutive Cyclization.Organic letters · 2024Article
- Enantioselective Copper-Catalyzed Alkynylation of Quinolones Using Chiral P,N Ligands.The Journal of organic chemistry · 2024Article
- Copper-catalyzed C2-selective alkynylation of chromones via 1,4-conjugate addition.Molecular diversity · 2024Article
- Bis-oxazoline derivatives as ancillary ligands for bis-cyclometalated iridium complexes.Journal of organometallic chemistry · 2024Article
- Highly Enantioselective Catalytic Alkynylation of Quinolones: Substrate Scope, Mechanistic Studies, and Applications in the Syntheses of ChiralACS catalysis · 2023Article
- Stereochemistry of Chiral 2-Substituted Chromanes: Twist of the Dihydropyran Ring and Specific Optical Rotation.Molecules (Basel, Switzerland) · 2023Article
- Phomoxanthone A Targets ATP Synthase.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Dearomatization of benzopyrylium triflates with sulfoxonium ylides.Chemical communications (Cambridge, England) · 2022Article
- Enantioselective Dearomative Alkynylation of Chromanones: Opportunities and Obstacles.Synthesis · 2022Article
- Cu(I)-Catalyzed Alkynylation of Quinolones.Organic letters · 2022Article
- Robust, Enantioselective Construction of Challenging, Biologically Relevant Tertiary Ether Stereocenters.ACS catalysis · 2021Article
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3 authors.
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Abstract
The stereocontrolled construction of biologically relevant chromanones and tetrahydroxanthones has been achieved through the addition of alkynes to benzopyrylium trilfates under the influence of copper bis(oxazoline) catalysis. Excellent levels of enantiocontrol (63-98 % ee) are achieved in the addition of a variety of alkynes to an array of chromenones with a hydrogen in the 2-position. Promising levels of enantiocontrol (54-67 % ee) are achieved in the alkynylation of chromenones with esters in the 2-position, generating tertiary ether stereocenters resembling those frequently found in naturally occurring metabolites.
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