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Issue 5, 2017
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Ligand-assisted palladium-catalyzed C–H alkenylation of aliphatic amines for the synthesis of functionalized pyrrolidines

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Abstract

The development of a ligand-assisted Pd-catalyzed C–H alkenylation of aliphatic amines is reported. Our studies indicated that an amino-acid-derived ligand renders the C–H bond activation step reversible and promotes the traditionally difficult alkenylation process. The C(sp3)–H alkenylation proceeds through a 5-membered-ring cyclopalladation pathway that allows access to complex aliphatic heterocycles that could be useful to practioners of synthetic and medicinal chemistry.

Graphical abstract: Ligand-assisted palladium-catalyzed C–H alkenylation of aliphatic amines for the synthesis of functionalized pyrrolidines

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Publication details

The article was received on 31 Jan 2017, accepted on 21 Feb 2017 and first published on 23 Feb 2017


Article type: Edge Article
DOI: 10.1039/C7SC00468K
Citation: Chem. Sci., 2017,8, 3586-3592
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    Ligand-assisted palladium-catalyzed C–H alkenylation of aliphatic amines for the synthesis of functionalized pyrrolidines

    C. He and M. J. Gaunt, Chem. Sci., 2017, 8, 3586
    DOI: 10.1039/C7SC00468K

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