关键词: 亲电氟化, 对映选择性氟化, 手性辅助基, 有机催化, 不对称催化

Fluoroorganic compounds, especially chiral fluorinated compounds, are of importance in the pharmaceutical and agrochemical industries as well as in the development of functional materials and related areas. It has been a challenge for organic chemists to enantioselectively introduce a fluorine atom into one molecule. In recent years, enantioselective fluorinations have made significant progresses under chemists’ continuous efforts. Chiral nonracemic fluoro-organic molecules with a fluorine atom on a stereogenic center are readily prepared via chiral electrophilic fluorinating reagent-mediated enantioselective fluorinations, substrate-controlled enantioselective electrophilic fluorinations, chiral metal complexes and asymmetric catalyst—directed catalytic enantioselective fluorinations. Especially, chiral metal complexes and organo-catalysts in combination with electrophilic fluorinating reagents have found applications to the synthesis of a variety of chiral fluoroorganic compounds. This review will cover in detail the methods, strategies and re-cent developments in enantioselective electrophilic fluorinations, and discuss their applications and limita-tions of these asymmetric fluorination methods.

Key words: enantioselective fluorination, chiral auxiliary, organocatalysis, asymmetric catalysis, electrophilic fluorination