Enantioselective acyl-transfer catalysis by fluoride ions. Issue 72 (20th August 2018)

• Record Type: Journal Article
• Authors: Craig, Ryan; Litvajova, Mili; Cronin, Sarah A.; Connon, Stephen J.
• Is Part Of: Chemical communications. Volume 54:Issue 72(2018)
• Page Start: 10108
• Page End: 10111
• Publication Date: 2018-08-20
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc05692g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The asymmetric nucleophilic catalysis by fluoride ions at a carbon-based electrophile has been demonstrated for the first time. Abstract : The asymmetric nucleophilic catalysis by fluoride ions at a carbon-based electrophile has been demonstrated for the first time. Using a library of ad hoc designed bifunctional phase-transfer catalysts in which both the anion and the cation are directly involved in the reaction, the desymmetrisation of meso -succinic and -glutaric anhydrides is possible. 19 F NMR spectroscopic studies support the intermediacy of an acyl fluoride intermediate.