title: Ketonitrones via Cope-type hydroamination of allenes.
abstract: The synthesis of ketonitrones from N-alkylhydroxylamines and monosubstituted allenes is accomplished via a Cope-type hydroamination reaction in moderate to good yields. Allenes also undergo a similar reaction with aqueous hydroxylamine to give oximes in excellent yield. DFT calculations support a proposed concerted, five-membered hydroamination process, and calculated transition state energies are in excellent agreement with experimental observations.
authors.affiliation: Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
authors.forename: Joseph
authors.initials: J
authors.lastname: Moran
authors.forename: Jennifer Y
authors.initials: JY
authors.lastname: Pfeiffer
authors.forename: Serge I
authors.initials: SI
authors.lastname: Gorelsky
authors.forename: André M
authors.initials: AM
authors.lastname: Beauchemin