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Dihydroxylated cyclopentenones can be readily synthesised via a base mediated isomerisation reaction. These species and their derivatives can be used to provide a wide range of synthetically useful intermediates by participation in a variety of stereoselective transformations. These include: nucleophilic and conjugate addition, intermolecular cycloaddition, intramolecular free-radical cyclisation...
The dienediyne natural products contain a functionalised dihydroxylated cyclopentane motif. A critical evaluation of the methods for the preparation and rearrangements of pyranones to give 4,5-dihydroxylated cyclopentenones is presented.
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