Cheleotropic extrusion of SO2 from readily prepared 3-vinyl-2,5-di hydrothiophene 1 ,I -dioxide 2 provides a clean and efficient route to [3]dendralene (3-methylenepenta-l,4-diene I), the simplest member of the diene-transmissive polyenes, which contrary to previous reports is a stable, easily handled compound that shows unexpected selectivity in Diels-Alder cycloadditions, thus enhancing its utility as a tandem annelating reagent.
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