ArticleAngewandte Chemie (International ed. in English)2022
Synthesis of Atropisomeric Two-Axis Systems by the Catalyst-Controlled syn- and anti-Selective Arene-Forming Aldol Condensation.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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10 citing papers in PubMed.
- Enantioselective Synthesis of Axially Chiral Diaryl Ethers via Rhodium-Catalyzed [2 + 2 + 2] Cycloaddition.Angewandte Chemie (International ed. in English) · 2026Article
- Divergent Synthesis of Chiroptical Molecular Switches Based on 1,2-Diaxial Atropisomers.JACS Au · 2024Article
- Copper-catalysed asymmetric annulation of yne-allylic esters with amines to access axially chiral arylpyrroles.Nature communications · 2024Article
- Bimetallic Ru/Ru-Catalyzed Asymmetric One-Pot Sequential Hydrogenations for the Stereodivergent Synthesis of Chiral Lactones.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Atroposelective synthesis of biaxial bridged eight-membered terphenyls via a Co/SPDO-catalyzed aerobic oxidative coupling/desymmetrization of phenols.Nature communications · 2024Article
- Diastereodivergent Catalysis.JACS Au · 2023Review
- Catalytic atroposelective synthesis of heterobiaryls with vicinal C-C and N-N diaxes via dynamic kinetic resolution.iScience · 2023Article
- o-Quinodimethane Atropisomers: Enantioselective Synthesis and Stereospecific Transformation.Angewandte Chemie (International ed. in English) · 2022Article
- Synthesis of Atropisomeric Hydrazides by One-Pot Sequential Enantio- and Diastereoselective Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Synthesis of Atropisomeric Two-Axis Systems by the Catalyst-Controlled syn- and anti-Selective Arene-Forming Aldol Condensation.Angewandte Chemie (International ed. in English) · 2022Article
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2 authors.
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Abstract
Simultaneous control over the configuration of multiple stereocenters is accomplished by numerous catalytic methods, providing a reliable basis for the synthesis of stereochemically complex targets in isomerically defined form. In contrast, addressing the configurations of multiple stereogenic axes with diastereodivergent catalyst control is thus far only possible by stepwise approaches. Herein we now describe that all four stereoisomers of atropisomeric two-axis systems are directly tractable by assembling a central aromatic unit of teraryls through an arene-forming aldol condensation. By using cinchona alkaloid-based ion-pairing catalysts, the four feasible reaction pathways are differentiated from identical substrates under defined basic conditions without preactivation, thus enabling complete stereodivergence with enantioselectivities of up to 99 : 1 e.r.
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