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Enantioselective nucleophilic addition of organometallic reagents to quinoline: regio-, stereo- and enantioselectivity

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Published in Tetrahedron. 2004, vol. 60, no. 37, p. 8221-8231
Abstract Some 2-alkyl-1,2-dihydroquinoline and some 2-aryl-1,2-dihydroquinoline were obtained by enantioselective addition of methyl-, butyl-, phenyl- and 1-naphthyllithium on quinoline. Bisoxazolines were used as external chiral ligands, giving enantiomeric excess up to 79%. The ligand could be used in catalytic amounts without significant loss of enantioselectivity.
Keywords 1,2-DihydroquinolineEnantioselective additionChiral ligandOrganolithium reagentsOrganometallicsBioxazoline
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AMIOT, Franck et al. Enantioselective nucleophilic addition of organometallic reagents to quinoline: regio-, stereo- and enantioselectivity. In: Tetrahedron, 2004, vol. 60, n° 37, p. 8221-8231. https://archive-ouverte.unige.ch/unige:8111

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Deposited on : 2010-06-21

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