Enamides are stable and masked enamine surrogates, which are of utmost interest in synthetic organic chemistry. The ambiphilic character of the double bond allows for manifold synthetic transformations, while simultaneously being tempered/protected by the electron-withdrawing functionality upon the nitrogen center. The unique structural properties of this potent functional group offers a balanced compromise between stability and reactivity. As a result, a growing interest in its reactivity has been sparked over the last years to exploit its potential in various organic transformations. Besides being important pharmacophores in natural products and active drugs with various anticancer, antifungal and cytotoxic properties, enamides have recently emerged as versatile building blocks in a direct entry to complex nitrogen-containing molecules. Apart from asymmetric hydrogenation as a well-studied and powerful approach to yield chiral amines and amino acids, recent reports include hydrofunctionalization and difunctionalization of the double bond, C-H activation, asymmetric C-C bond formation, [4+2] and [2+2] cycloadditions, rearrangements and synthesis of heterocycles (Scheme 1B). As a result, new methodologies to obtain these versatile compounds, especially with unprecedented derivatization patterns, are highly desirable. Classical approaches for the synthesis of enamides include acid-catalyzed condensation of ketones/aldehydes and amides, Curtius rearrangement of 𝛼, 𝛽-unsaturated acyl azides, Peterson olefination and Horner-Wadsworth-Emmons reactions. 41