ChemInform Abstract: Generation and Reactions of Fluorinated Enolates

Abstract

Recently, highly efficient and selective methods for constructing various types of organic fluorine compounds have been demanded both in organic synthesis and in organofluorine synthesis. In view of the high versatility of enolate intermediates, fluorine-containing enolates-particularly those bearing a fluorine and/or perfluoroalkyl (Rf) group at the carbon center of their ambident anionic structure-are one of the most useful building blocks capable of synthesizing a variety of molecules which are fluorine-substituted regioselectively and/or stereoselectively. This review describes the generation methods and the reactions of, β-monofluorinated, β, β-difluorinated, β-perfluoroalkylated, β-fluoro-β-perfluoroalkylated, and perfluorinated enolates, together with their applications to the synthesis of the fluoro derivatives of biologically active compounds.