ArticleChemistry, an Asian journal2016
Enantioselective Synthesis of 3,5,6-Substituted Dihydropyranones and Dihydropyridinones using Isothiourea-Mediated Catalysis.
Article in Chemistry, an Asian journal, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- A Desilylative Approach to Alkyl Substituted C(1)-Ammonium Enolates: Application in Enantioselective [2+2] Cycloadditions.Angewandte Chemie (International ed. in English) · 2022Article
- Catalytic enantioselective synthesis of 1,4-dihydropyridinesChemical science · 2021Article
- A facile method for Rh-catalyzed decarbonylativeRSC advances · 2021Article
- Enantioselective Synthesis of α-Aryl-βAngewandte Chemie (International ed. in English) · 2021Article
- Generation and Reactivity of C(1)-Ammonium Enolates by Using Isothiourea Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Tandem sequential catalytic enantioselective synthesis of highly-functionalised tetrahydroindolizine derivatives.Chemical science · 2020Article
- Enantioselective Synthesis of 3,5,6-Substituted Dihydropyranones and Dihydropyridinones using Isothiourea-Mediated Catalysis.Chemistry, an Asian journal · 2016Article
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Authors and funding
6 authors.
Funding
Abstract
The scope of dihydropyranone and dihydropyridinone products accessible by isothiourea-catalyzed processes has been expanded and explored through the use of 2-N-tosyliminoacrylates and 2-aroylacrylates in a Michael addition-lactonization/lactamization cascade reaction. Notably, to ensure reproducibility it is essential to use homoanhydrides as ammonium enolate precursors with 2-aroyl acrylates, while carboxylic acids can be used with 2-N-tosyliminoacrylates, delivering a range of 3,5,6-substituted dihydropyranones and dihydropyridinones with high enantioselectivity (typically >90 % ee). The derivatization of the heterocyclic core of a 3,5,6-substituted dihydropyranone through hydrogenation is also reported.
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