title: Cascade approach to stereoselective polycyclic ether formation: epoxides as trapping agents in the transposition of allylic alcohols.
abstract: Complexity from simplicity: polycyclic ethers are synthesized by cascade reactions involving the use of epoxides as electrophilic traps in the transposition of allylic alcohols. Stereogenic centers are created by functionalizing prochiral sites under thermodynamic control, and remote stereoinduction can be achieved through the use of ketones as conduits.
authors.affiliation: Department of Chemistry, University of Pittsburgh, PA 15260, USA.
authors.forename: Youwei
authors.initials: Y
authors.lastname: Xie
authors.forename: Paul E
authors.initials: PE
authors.lastname: Floreancig
mesh_terms: D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004852:Epoxy Compounds; D004988:Ethers, Cyclic; D011083:Polycyclic Compounds; D020005:Propanols; C006463:allyl alcohol