title: Polarization of the pyridine ring: highly functionalized piperidines from tungsten-pyridine complex.
abstract: The N-acetylpyridinium complex of {TpW(NO)(PMe3)} undergoes regio- and stereoselective reactions with a broad range of common organic nucleophiles, providing a family of 1,2-dihydropyridine (DHP) complexes of the form TpW(NO)(PMe3)(3,4-η(2)-DHP). The present study explores the elaboration of these systems into novel piperidines. The addition of an acid to the DHP complexes generates highly asymmetric π-allyl complexes that in turn react with a second nucleophile at either C3 or C5. The subsequent oxidative decomplexation of these materials yields several piperidinamides with unconventional substitution patterns.
authors.affiliation: Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, USA.
authors.forename: Daniel P
authors.initials: DP
authors.lastname: Harrison
authors.forename: Michal
authors.initials: M
authors.lastname: Sabat
authors.forename: William H
authors.initials: WH
authors.lastname: Myers
authors.forename: W Dean
authors.initials: WD
authors.lastname: Harman