Enantioselective electrophilic fluorination in ionic liquids

Transformations of Organic Molecules with F-TEDA-BF4 in Ionic Liquid Media

“…Among them 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), F-TEDA-BF 4 ( 1 ), known under the commercial name of Selectfluor™, has been highlighted as an efficient and selective fluorinating reagent for a wide variety of organic compounds, in addition to possessing oxidative properties and as such being utilized also as a mediator or a catalyst for other functionalizations [ 18 , 19 , 20 , 21 ]. This reagent has been extensively studied for various transformations in conventional organic solvents, while in ILs it has been investigated only for a limited series of compounds [ 22 , 23 , 24 , 25 , 26 ].…”

Asymmetric synthesis of modafinil and its derivatives by enantioselective oxidation of thioethers: comparison of various methods including synthesis in ionic liquids

“…Although many reports highlight the success of ionic solvents in various areas of organic reactions, particularly in the field of oxidation, 25,26 to the best of our knowledge, there is no information currently available about enantioselective oxidations of thioethers in these media. Since our research group investigates the use of ionic liquids in various applications for organic synthesis, [27][28][29] including asymmetric synthesis studies, 30 Table 3.…”

Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters

“…Different supported cinchona alkaloids have been developed as recyclable chiral promoters or organocatalysts. Among them, the Cahard group developed soluble polymer- and ionic-liquid-supported cinchona alkaloids for electrophilic fluorination [21–22]. The Fache and Soόs groups developed fluorous tag-attached cinchona alkaloids for catalytic Diels–Alder reactions [23–24].…”