title: Stereo- and regioselective synthesis of squalene tetraepoxide.
abstract: Squalene tetraepoxide, a putative biosynthetic precursor to a variety of oxacyclic triterpenoid natural products, has been efficiently synthesized by anionic coupling of two farnesol-derived diepoxides, which have arisen from electronic control of the regioselectivity in organocatalytic enantioselective epoxidations.
authors.affiliation: Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA.
authors.forename: Rongbiao
authors.initials: R
authors.lastname: Tong
authors.forename: Matthew A
authors.initials: MA
authors.lastname: Boone
authors.forename: Frank E
authors.initials: FE
authors.lastname: McDonald
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013185:Squalene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C546108:squalene tetraepoxide; D013185:Squalene