Author(s): Ross AG, Townsend SD, Danishefsky SJ
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Abstract Halocycloalkenones are demonstrated to function as potent dienophiles in inter- and intramolecular Diels-Alder cycloadditions. We have found 2-brominated cycloalkenone dienophiles to be both highly endo selective and significantly more reactive than their nonhalogenated parent compounds. A method for the facile conversion of brominated cyclobutanone DA adducts to synthetically useful cyclopropyl functional handles is described.
This article was published in J Org Chem
and referenced in Journal of Theoretical and Computational Science