title: Unusual (Z)-selective palladium(II)-catalysed addition of aryl boronic acids to vinylaziridines.
abstract: The palladium(II)-catalysed addition of arylboronic acids to vinylaziridines has been developed. This reaction proceeds via an insertion/ring-opening process to provide (Z)-allylsulfonamides preferentially. This stereoselectivity is complimentary to existing methods that typically proceed via a SN2' mechanism to yield (E)-allylsulfonamides. Electron-deficient arylboronic acids were the optimum substrates for this reaction, while electron-donating groups on the aromatic ring of the boronic acids resulted in moderate yields.
authors.affiliation: School of Chemistry, University of Wollongong, Wollongong, New South Wales 2522, Australia. chrhyl@uow.edu.au.
authors.forename: JieXiang
authors.initials: J
authors.lastname: Yin
authors.forename: Theresa
authors.initials: T
authors.lastname: Mekelburg
authors.forename: Christopher
authors.initials: C
authors.lastname: Hyland