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Synthesis 1991; 1991(12): 1201-1204
DOI: 10.1055/s-1991-28419
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Stannylcupration as a Highly Regio- and Stereoselective route to 2-Substituted Tributylstannyl Allylamines

Laura Capella* , Alessandro Degl'Innocenti, Alessandro Mordini, Gianna Reginato, Alfredo Ricci, Giancarlo Seconi
  • *Centro di Studio sulla Chimica e la Struttura dei Composti Eterociclici e loro Applicazioni del C.N.R., c/o Dipartimento di Chimica Organica dell'Università, via Gino Capponi 9, I-50121 Firenze, Italy
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Publication Date:
29 April 2002 (online)

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N-Protected propargylamines react with Bu3Sn(Bu)Cu(CN)Li2, under very mild conditions, affording, in high regiospecific fashion after quench with electrophiles, the corresponding 2-substituted 3-(tributylstannyl)allylamines, in good to excellent yields. These, upon transmetalation and further reaction with electrophiles, give stereodefined 1,2-disubstituted allylamines.