<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Treatment of β‐chlorovinyl ketones with NEt<sub>3</sub> and LiClO<sub>4</sub> or LiBr results in formation of electrophilic lithium cumulenolates which smoothly react with nucleophiles such as another cumulenolate or ketimines to afford vinyl allenones like (II) or pyrrolidines of type (IV)/(VII) in a stereoselective manner.</p> </abstract>