ABSTRACT

Ynamides have recently emerged as versatile and powerful building blocks in modern synthetic chemistry over the past decades. Unlike ynamines, which are extremely reactive and suffer from a lack of stability, in addition to being difficult to prepare, ynamides benefit from the presence of an electron-withdrawing group on the nitrogen atom which provides enhanced stability and can also act as a directing group or a chiral auxiliary. As overviewed in Chapter 1, the chemistry of ynamides has benefited from major breakthroughs reported for their preparation which paved the way for the study of their reactivity with the development of numerous elegant pericyclic, radical, cationic, or anionic transformations. In this chapter, we will focus the discussion on the anionic chemistry of ynamides which will be overviewed in detail.