title: Biomimetic synthesis of thiaplidiaquinones A and B.
abstract: A biomimetic synthesis of the biologically active ascidian metabolites thiaplidiaquinones A and B is described. Reaction of geranylbenzoquinone with Et(3)N in CH(2)Cl(2) yielded two isomeric quinones, comprising the benzo[c]chromene-7,10-dione core of the natural products. Subsequent reaction with hypotaurine yielded the title compounds and their dioxothiazino regioisomers.
authors.affiliation: School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.
authors.forename: Iman M
authors.initials: IM
authors.lastname: Khalil
authors.forename: David
authors.initials: D
authors.lastname: Barker
authors.forename: Brent R
authors.initials: BR
authors.lastname: Copp
mesh_terms: D000818:Animals; D032701:Biomimetics; D015394:Molecular Structure; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis / Q000737:chemistry*; D014561:Urochordata / Q000737:chemistry*
chemical_list: D013729:Terpenes; C500855:thiaplidiaquinone A; C500856:thiaplidiaquinone B