title: Zirconium-mediated coupling reactions of amines and enol or allyl ethers: synthesis of allyl- and homoallylamines.
abstract: An easy and efficient zirconium-mediated synthesis of allylamines from simple amines and enol ethers is described. This strategy also allows the synthesis of amino alcohol derivatives containing a Z double bond in their structure when 2,3-dihydrofuran is used. Simple conventional modification of these amino alcohols leads to 2-substituted piperidine derivatives. By applying this approach, a formal total synthesis of the alkaloid coniine is easily achieved from a protected butylamine. Finally, the zirconium-mediated reaction of amines and allyl phenyl ether furnishes homoallylamines or amino ethers depending on the structure of the starting amine.
authors.affiliation: Instituto Universitario de Química Organometálica Enrique Moles, Unidad Asociada al CSIC, Universidad de Oviedo, Julián Clavería 8, 33006 Oviedo, Spain. barluenga@sauron.quimica.uniovi.es
authors.forename: José
authors.initials: J
authors.lastname: Barluenga
authors.forename: Félix
authors.initials: F
authors.lastname: Rodríguez
authors.forename: Lucía
authors.initials: L
authors.lastname: Alvarez-Rodrigo
authors.forename: José M
authors.initials: JM
authors.lastname: Zapico
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Fañanás