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An enantioselective double Diels-Alder approach to the tetracyclic framework of colombiasin A. 2003

Jason H Chaplin, and Alison J Edwards, and Bernard L Flynn
Department of Chemistry, The Faculties, Australian National University, Canberra, ACT 0200, Australia.

The complex tetracyclic carbon skeleton of colombiasin A is conveniently accessed through an enantioselective intermolecular Diels-Alder-sulfoxide elimination-intramolecular Diels-Alder (DA-E-IMDA) sequence.

UI MeSH Term Description Entries
D001952 Bridged-Ring Compounds Cyclic hydrocarbons that contain multiple rings which share one or more bridgehead connections. Bridged Compounds,Bridged Ring Compounds
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D013454 Sulfoxides Organic compounds that have the general formula R-SO-R. They are obtained by oxidation of mercaptans (analogous to the ketones). (From Hackh's Chemical Dictionary, 4th ed)
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular

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