Molecules containing bridged bicyclic systems, such as the (7-hetero)bicyclo[2.2.1]heptane ring system, are interesting synthetic targets because these systems
are present in many molecules with biologically relevant activity. Common precursors
for these sytems are the (7-hetero)nobornadienes. This review covers the different approaches
used in the last ten years for the synthesis of (7-hetero)norbornadienes through Diels-Alder (D-A) cycloaddition between cyclic dienes and alkynes. The review also shows the
synthetic applications of these [2.2.1]bicyclic systems as intermediates in the preparation of
other relevant molecules.
Keywords: Alkyne dienophile, 7-azanorbornadiene, N-Boc-pyrrole, cyclopentadiene, furan, norbornadiene, 7-oxanorbornadiene, Diels-Alder cycloaddition.
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