Abstract
Strained intermediates such as cyclic alkynes and allenes are most commonly utilized in nucleophilic additions and cycloadditions, but have seen increased use in a third area of reactivity: metal-mediated transformations. The merger of strained intermediates and metal catalysis has enabled rapid access to complex, polycyclic systems. Following a discussion of relevant landmark studies involving metals and strained intermediates, this article highlights recent advances in transition metal-mediated transformations from our laboratory. Specifically, this includes the use of arynes in the synthesis of decorated organometallic complexes, and the utilization of cyclic allenes to access enantioenriched heterocycles. Moreover, the broad applicability of such transformations, and exciting future areas of research are discussed.