title: Synthesis of the putative structure of tridachiahydropyrone.
abstract: [reaction: see text] A short total synthesis of the putative structure of the marine natural product tridachiahydropyrone as a single enantiomer is described. Novel steps include a cuprate addition and cyclization to form a cyclohexanone ring and formation of the bicyclic pyrone with P(2)O(5) on Celite. The spectroscopic data obtained for compound 1 do not match those reported for tridachiahydropyrone; therefore, revision of the assigned natural product structure is warranted.
authors.affiliation: School of Chemistry, Physics and Earth Sciences, Flinders University, G.P.O. Box 2100, Adelaide, S.A. 5001, Australia.
authors.forename: David W
authors.initials: DW
authors.lastname: Jeffery
authors.forename: Michael V
authors.initials: MV
authors.lastname: Perkins
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: White
mesh_terms: D000818:Animals; D003500:Cyclization; D015394:Molecular Structure; D008974:Mollusca / Q000737:chemistry; D019906:Nuclear Magnetic Resonance, Biomolecular; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011753:Pyrones; C507269:tridachiahydropyrone