title: Homologous Mukaiyama reactions via trapping of the Nazarov intermediate with silyloxyalkenes.
abstract: Treatment of 1,4-pentadien-3-ones and silyloxyalkenes with BF(3)·OEt(2) at room temperature or lower initiates a domino process consisting of sequential 4π electrocyclization and capture of the resulting cyclopentenyl cation by the electron-rich trap. The overall process furnishes 1,4-dicarbonyl products containing highly substituted cyclopentanones in good yields and with the establishment of up to five new stereocenters.
authors.affiliation: Department of Chemistry, University of Alberta , E3-43 Gunning-Lemieux Chemistry Centre, Edmonton, AB T6G 2G2, Canada.
authors.forename: Yen-Ku
authors.initials: YK
authors.lastname: Wu
authors.forename: Robert
authors.initials: R
authors.lastname: McDonald
authors.forename: F G
authors.initials: FG
authors.lastname: West