Alkynes and cumulenes share the common feature of at least one sp-hybridized carbon atom
in the molecule. This leads to the molecules having relatively high energy in the thermodynamic sense,
but also having high stability in the kinetic sense. Enediynes, enyne-cumulenes and yne-diynes all undergo
pericyclic reactions resulting in cycloaromatization to dehydrobenzenes and related products. In
this review, the history, mechanism and synthetic uses of these reactions are discussed.
Keywords: Bergman cyclization, Schreiner-Pascal cyclization, Myers-Saito cyclization, Schmittel cyclization, Garratt-
Braverman cyclization, dehydro-Diels-Alder reactions, cycloaromatization.
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