However, these methods typically suffer from harsh conditions, low yields and are unable to control the E/Z olefin stereoselectivity. The most commonly employed method is the metal-catalyzed cross-coupling between an amide and alkenyl halide or triflate. Other important transition metal-catalyzed strategies encompass the hydroamidation of terminal alkynes with primary amides and the isomerization of N-allyl amides (Scheme 1A). Therein, Trost and co-workers reported a highly efficient Ru-catalyzed isomerization to obtain geometrically defined and highly substituted enamides. Recently, the groups of Maulide, Jiao and Xu presented a more direct approach by N-dehydrogenation of amides, which either requires strong oxidative conditions or superstoichiometric amounts of reagents and is limited to tertiary enamides. Currently, synthetic strategies to access enamides with a stereogenic center, especially at the more challenging C𝛾-position, are scarce and the field is underexplored. Nevertheless, such compounds seem to be of interest as demonstrated by recent examples for the syntheses of axially chiral enamides. Additionally, the construction of CF3-substituted chiral sp 3 -carbon centers remains a difficult synthetic task despite the high potential of fluorinated motifs in medicinal chemistry. Thus, efficient asymmetric methodologies to access such