ArticleACS combinatorial science2012
Application of a catalytic asymmetric Povarov reaction using chiral ureas to the synthesis of a tetrahydroquinoline library.
Article in ACS combinatorial science, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Application of the SpCas9 inhibitor BRD0539 for CRISPR/Cas9-based genetic tools inBioscience of microbiota, food and health · 2025Article
- Diastereoselective multicomponent synthesis of dihydroisoindolo[2,1-RSC advances · 2023Article
- Synthesis of the Hexahydropyrrolo-[3,2-c]-quinoline Core Structure and Strategies for Further Elaboration to Martinelline, Martinellic Acid, Incargranine B, and Seneciobipyrrolidine.Molecules (Basel, Switzerland) · 2021Review
- Inhibition of RNA-binding proteins with small molecules.Nature reviews. Chemistry · 2020Review
- Screening of metal ions and organocatalysts on solid support-coupled DNA oligonucleotides guides design of DNA-encoded reactions.Chemical science · 2019Article
- Article
- Chemical probes and drug leads from advances in synthetic planning and methodology.Nature reviews. Drug discovery · 2018Review
- Identification of Highly Specific Diversity-Oriented Synthesis-Derived Inhibitors of Clostridium difficile.ACS infectious diseases · 2017Article
- Novel diversity-oriented synthesis-derived respiratory syncytial virus inhibitors identified via a high throughput replicon-based screen.Antiviral research · 2016Article
- Target-based identification of whole-cell active inhibitors of biotin biosynthesis in Mycobacterium tuberculosis.Chemistry & biology · 2015Article
- Chiral sulfinamidourea and strong Brønsted acid-cocatalyzed enantioselective Povarov reaction to access tetrahydroquinolines.Nature protocols · 2014Article
Corrections and comments
- Erratum issued
Authors and funding
8 authors.
Funding
Abstract
A 2328-membered library of 2,3,4-trisubstituted tetrahydroquinolines was produced using a combination of solution- and solid-phase synthesis techniques. A tetrahydroquinoline (THQ) scaffold was prepared via an asymmetric Povarov reaction using cooperative catalysis to generate three contiguous stereogenic centers. A matrix of 4 stereoisomers of the THQ scaffold was prepared to enable the development of stereo/structure-activity relationships (SSAR) upon biological testing. A sparse matrix design strategy was employed to select library members to be synthesized with the goal of generating a diverse collection of tetrahydroquinolines with physicochemical properties suitable for downstream discovery.
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Registered trials
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