title: Asymmetric epoxy cyclohexenyl sulfones: readily accessible progenitors of stereo defined six-carbon arrays.
abstract: [formula: see text] Enantiopure epoxy vinyl sulfones serve as highly effective substrates for a variety of stereo- and regiospecific oxidation and nucleophilic functionalization reactions. These materials can be easily transformed to cyclic and acyclic six-carbon segments. Nucleophilic epoxidation of 3a,b followed by palladium[0] catalysis enables access to differentially protected arene diols 21 and 22.
authors.affiliation: Department of Chemistry, Purdue University West Lafayette, Indiana 47907, USA.
authors.forename: M
authors.initials: M
authors.lastname: Hentemann
authors.forename: P L
authors.initials: PL
authors.lastname: Fuchs
mesh_terms: D004852:Epoxy Compounds / Q000737:chemistry*; D008968:Molecular Conformation; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*
chemical_list: D004852:Epoxy Compounds; D013450:Sulfones