Abstract

Described is a four-step synthesis of 7,7-dimethyl-1,3,5-cycloheptatriene which starts from readily available 1,4-cyclohexadiene. Monocyclopropanation of this compound with dibromocarbene followed by replacement of the halogens with methyl groups using a higher order cuprate reagent provides the corresponding norcarene which is subjected to a bromination-dehydrobromination sequence to give the title compound.

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