ArticleEuropean journal of organic chemistry2021
Asymmetric α-Chlorination of β-Keto Esters Using Hypervalent Iodine-Based Cl-Transfer Reagents in Combination with Cinchona Alkaloid Catalysts.
Article in European journal of organic chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Enantioselective α-Chlorination Reactions of in Situ Generated C1 Ammonium Enolates under Base-Free Conditions.Organic letters · 2021Article
- Stereoselective α-Chlorination of β-Keto Esters in the Presence of Hybrid Amide-BasedThe Journal of organic chemistry · 2021Article
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4 authors.
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Abstract
We herein report an unprecedented strategy for the asymmetric α-chlorination of β-keto esters with hypervalent iodine-based Cl-transfer reagents using simple Cinchona alkaloid catalysts. Our investigations support an α-chlorination mechanism where the Cinchona species serves as a nucleophilic catalyst by reacting with the chlorinating agent to generate a chiral electrophilic Cl-transfer reagent in situ. Using at least 20 mol-% of the alkaloid catalyst allows for good yields and enantioselectivities for a variety of different β-keto esters under operationally simple conditions.
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