title: First efficient and general copper-catalyzed [2,3]-rearrangement of tetrahydropyridinium ylids.
abstract: The factors affecting the copper-catalyzed rearrangement of ammonium ylids derived from tetrahydropyridines and diazoesters have been examined,and the first examples of high-yielding metal-catalyzed [2,3]-sigmatropic rearrangements of a wide range of such ylids are reported. The nature of the alpha-substituent in the diazo component of the reaction has a dramatic effect upon the yields of the reaction, with electron-withdrawing substituents enhancing the yield of the reaction. [reaction: see text]
authors.affiliation: Department of Chemistry, University of Reading, Reading RG6 6AD, U.K.
authors.forename: Edward
authors.initials: E
authors.lastname: Roberts
authors.forename: Julien P
authors.initials: JP
authors.lastname: Sançon
authors.forename: Joseph B
authors.initials: JB
authors.lastname: Sweeney
authors.forename: James A
authors.initials: JA
authors.lastname: Workman