Thiourea-Catalyzed Enantioselective Fluorination of β-Keto Esters

• Published in: Advanced synthesis & catalysis Vol. 354; no. 2-3; pp. 515 - 526
• Main Authors: Xu, Junxing, Hu, Yulai, Huang, Danfeng, Wang, Ke-Hu, Xu, Changming, Niu, Teng
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.02.2012; WILEY‐VCH Verlag; Wiley-VCH
• Subjects: Alicyclic compounds; Alicyclic compounds, terpenoids, prostaglandins, steroids; asymmetric catalysis; Catalysis; Catalysts: preparations and properties; Chemistry; enantioselective fluorination; Exact sciences and technology; General and physical chemistry; Organic chemistry; organocatalysis; Preparations and properties; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; β-keto esters; Catalytic reaction; Chemical reagent; Enantioselectivity; Organocatalyst; Bifunctional compound; Chiral compound; Thioureas; Asymmetric catalysis; organocatalysis; enantioselective fluorination; β-keto esters; Aromatic compound; Indene derivatives; Ketoester; Fluorination
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201100660

Bifunctional chiral thioureas have been successfully used as organocatalysts in enantioselective fluorinations of β‐keto esters. The corresponding products could be obtained with good to excellent enantioselectivity in high yields by using N‐fluorobisbenzenesulphonimide (NFSI) as fluorination reagent.