Synthetic Applications of the Carbanion with a Fluoroalkyl Group Generated by Palladium(0) Catalyst under Neutral Conditions

Article abstract of DOI:10.1021/jo990463r

The generation and synthetic application of stable carbanions situated in the β position from fluorine atom(s) are described. Palladium(0)-catalyzed allylation reactions under neutral conditions proceeded smoothly in the system where a methylene group is activated by fluoroalkyl and carbonyl groups. In the above systems, the 2,2,2-trifluoroethyl moiety has been introduced onto the allylic position without the release of fluoride. Further, palladium(0)-catalyzed heterocyclization was achieved from the reaction of vinyl epoxide with 2-(trifluoromethyl)acrylate and/or 2,3,3,3-tetrafluoropropionate.