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Issue 6, 2018
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Pd/Cu dual catalysis: highly enantioselective access to α-substituted α-amino acids and α-amino amides

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Abstract

The asymmetric allylation of glycine iminoesters has been accomplished through a synergistic Pd/Cu catalyst system, affording a range of α-substituted α-amino acids in high yields and with excellent enantioselectivities (88 → 99% ee). The introduction of a Cu-P,N-metallocenyl complex-activated glycine iminoester to the chiral palladium-catalyzed allylic allylation process is crucial owing to its high reactivity and excellent enantioselectivities. Importantly, this Pd/Cu dual catalysis strategy can be used for the asymmetric allylic alkylation of prochiral glycine amide derivatives, which could be further utilized to synthesize biologically important vicinal diamines.

Graphical abstract: Pd/Cu dual catalysis: highly enantioselective access to α-substituted α-amino acids and α-amino amides

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Publication details

The article was received on 13 Nov 2017, accepted on 11 Dec 2017 and first published on 11 Dec 2017


Article type: Communication
DOI: 10.1039/C7CC08732B
Citation: Chem. Commun., 2018,54, 599-602
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    Pd/Cu dual catalysis: highly enantioselective access to α-substituted α-amino acids and α-amino amides

    X. Huo, J. Fu, X. He, J. Chen, F. Xie and W. Zhang, Chem. Commun., 2018, 54, 599
    DOI: 10.1039/C7CC08732B

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