title: Total synthesis of russuphelol: a case of mistaken chirality.
abstract: The chlorohydroquinone tetramer, russuphelol, does not have stereocenters; however, it was reported as a chiral optically active substance with stable enantiomeric conformations. The natural product is synthesized in six steps and 14% overall yield. Synthetic material was used to experimentally investigate its chiral properties.
authors.affiliation: Department of Chemistry, Oregon State University , 153 Gilbert Hall, Corvallis, Oregon 97331, United States.
authors.forename: M Quamar
authors.initials: MQ
authors.lastname: Salih
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Beaudry
mesh_terms: D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D006873:Hydroquinones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D006843:Hydrocarbons, Chlorinated; D006873:Hydroquinones; C000599340:russuphelol