Recent Progress in the in situ Detrifluoro­acetylative Generation of Fluoro Enolates and Their Reactions with Electrophiles

Abstract

AbstractDetrifluoroacetylative generation of fluoro enolates is an emerging area of high‐impact research. In this review article we provide, for the first time, a comprehensive and critical treatment of this subject. The reaction types reported to date include Mannich, aldol, and Michael addition and halogenation reactions. These processes can be very successfully conducted in asymmetric fashion, in stoichiometric or catalytic mode. In general, these reactions allow for synthetically rather simple and practical installation of CF2, CHF, and quaternary CF structural units into various types of organic compounds. In particular, the overall scientific importance, as well as the potential influence of this methodology for the development of useful approaches to the preparation of pharmaceutically valuable compounds is highlighted. Attractive features such as operationally convenient, mild reaction conditions, remarkable substrate generality, and excellent stereochemical outcome bode well for widespread applications of this innovative and synthetically advanced approach.