title: A tandem cascade cyclization-electrophilic aromatic substitution: application in the total synthesis of (+)-angelichalcone.
abstract: When cascade cyclizations initiated by Lewis acid-mediated opening of an epoxide are terminated through reaction with a MOM-protected phenol, a tandem electrophilic aromatic substitution can be obtained. This highly regioselective tandem process has been employed in the first synthesis of (+)-angelichalcone.
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City, Iowa 52242-1294, USA.
authors.forename: Joseph J
authors.initials: JJ
authors.lastname: Topczewski
authors.forename: Michael P
authors.initials: MP
authors.lastname: Callahan
authors.forename: Jeffrey D
authors.initials: JD
authors.lastname: Neighbors
authors.forename: David F
authors.initials: DF
authors.lastname: Wiemer
mesh_terms: D002599:Chalcone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D003500:Cyclization; D013237:Stereoisomerism; D013379:Substrate Specificity; D014966:Xanthenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D014966:Xanthenes; C546160:angelichalcone; D002599:Chalcone