ArticleNature communications2017
Enantioselective decarboxylative chlorination of β-ketocarboxylic acids.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Synthesis of Novel Planar-Chiral Charge-CompensatedMolecules (Basel, Switzerland) · 2024Article
- Site-specific Umpolung amidation of carboxylic acids via triplet synergistic catalysis.Nature communications · 2021Article
- Decarboxylative Halogenation of Organic Compounds.Chemical reviews · 2021Article
- Decarboxylative trifluoromethylthiolation of pyridylacetates.Beilstein journal of organic chemistry · 2021Article
- Asymmetric Synthesis of Tertiary α -Hydroxyketones by Enantioselective Decarboxylative Chlorination and Subsequent Nucleophilic Substitution.Molecules (Basel, Switzerland) · 2020Article
- Amine-Catalyzed Decarboxylative Aldol Reaction of β-Ketocarboxylic Acids with Trifluoropyruvates.Molecules (Basel, Switzerland) · 2019Article
- Enantioselective photoredox dehalogenative protonation.Chemical science · 2019Article
- Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation.Organic letters · 2019Article
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Stereoselective halogenation is a highly useful organic transformation for multistep syntheses because the resulting chiral organohalides can serve as precursors for various medicinally relevant derivatives. Even though decarboxylative halogenation of aliphatic carboxylic acids is a useful and fundamental synthetic method for the preparation of a variety of organohalides, an enantioselective version of this reaction has not been reported. Here we report a highly enantioselective decarboxylative chlorination of β-ketocarboxylic acids to obtain α-chloroketones under mild organocatalytic conditions. The present method is also applicable for the enantioselective synthesis of tertiary α-chloroketones. The conversions of the resulting α-chloroketones into α-aminoketones and α-thio-substituted ketones via S
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