The Cope rearrangement of gem-dimethyl substituted divinylcyclopropanes

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The reactivity of a range of substituted divinylcyclopropanes towards the thermal Cope rearrangement has been examined. The effects of gem-dimethyl substitution on the cyclopropane, the alkene geometry, the relative stereochemistry of the cyclopropane and the steric and electronic effects of a range of functional groups were all examined, and the methods developed were used to synthesise a range of functionalised 1,4-cycloheptadienes in high yields.
Original languageEnglish
Pages (from-to)7587-7594
JournalOrganic and Biomolecular Chemistry
Issue number43
Publication statusPublished - 7 Oct 2013

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