Benzobicyclo[8.4.0(1,6)0(8,13]tetradecenones: ring CD-taxoid models by planar tether controlled cycloaddition.
[structure: see text]. A general approach to functionalized hexahydroanthracene dione skeletons is described. The planar dicarbonyl triene 15 cyclized spontaneously upon oxidation of the precursor diol 14 to the tricyclicdiketone 16. The adducts 16 and 2 were further transformed to the corresponding epoxides and oxetanes as a model for the D ring of taxoids.
Department of Chemistry, Centre for Research in Biopharmaceuticals, University of Ottawa, 10 Marie Curie, Ottawa, Ontario K1N 6N5, Canada.
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Martin
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Macintosh
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Lamb
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