ArticleChemical science2019
Enantioselective synthesis of quaternary 3,4-dihydroisoquinolinones
Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Palladium-Catalyzed Hydroarylation ofThe Journal of organic chemistry · 2025Article
- Palladium-Catalyzed Esterification of Aryl Fluorosulfates with Aryl Formates.Molecules (Basel, Switzerland) · 2024Article
- Synthesis of dihydroisoquinolinone-4-methylboronic estersRSC advances · 2022Article
- Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes.Chemical science · 2021Article
- Constructing chiral bicyclo[3.2.1]octanes via palladium-catalyzed asymmetric tandem Heck/carbonylation desymmetrization of cyclopentenes.Nature communications · 2020Article
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Minalrestat and its analogues represent structurally novel aldose reductase inhibitors, and the asymmetric synthesis of such pharmaceutically privileged molecules has not been reported yet. We have developed a palladium-catalyzed enantioselective intramolecular carbonylative Heck reaction by using formate esters as the source of CO, which represents the first enantioselective synthesis of quaternary 3,4-dihydroisoquinolines. The reaction provides a facile and efficient method for the synthesis of enantiopure nitrogen-containing heterocyclic compounds bearing an all-carbon quaternary stereocenter. The reaction has been successfully applied to the first asymmetric synthesis of Minalrestat analogues.
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Registered trials
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