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Abstract
The
Diels-Alder reaction of β-fluoro-β-nitrostyrenes with cyclic 1,3-dienes was
investigated. A series of novel monofluorinated norbornenes was prepared in up
to 97% yield. The reaction with 1,3‑cyclohexadiene permits the preparation of
monofluorinated bicyclo[2.2.2]oct-2-enes. The kinetic data of the reaction with
cyclopentadiene and cyclohexadiene-1,3
were used to calculate activation parameters. Furthermore, the synthetic
utility of the cycloadducts obtained was demonstrated.
