Abstract
Enyne metathesis is one of the major classes of metathesis that redistributes the π systems of an alkene and an alkyne to form a 1,3-diene. One of the inherent selectivity problems in enyne metathesis originates from the two possible addition modes of a metal alkylidene to alkynes, which ultimately leads to distinct 1,3-dienes, usually called endo and exo products in enyne ring-closing metathesis (RCM). Enyne RCM catalyzed by metal alkylidenes is a uniquely powerful and atom-economical means for generating carbocycles and heterocycles from enyne precursors. This chapter provides an overview of the advances in tandem enyne metathesis–DA sequences developed over the past decade. In addition to the DA reaction, other types of reactions could also be concatenated with enyne metathesis. Among them, non-metathetic transformations catalyzed by ruthenium complexes showed the most promising results, and these could significantly broaden the scope of the enyne metathesis-based tandem reactions mediated by Grubbs-type catalysts.
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