Halocycloalkenones as Diels-Alder dienophiles. Applications to generating useful structural patterns.

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.

SUBMITTER: Ross AG 

PROVIDER: S-EPMC3543988 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature