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Issue 9, 2015
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Asymmetric synthesis of α-(1-oxoisoindolin-3-yl)glycine: synthetic and mechanistic challenges

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Abstract

We report herein that the NaOMe-catalyzed reactions between the chiral glycine Schiff base (S)-4 with 2-cyanobenzaldehyde 3a provide for a convenient preparation of the novel α-(1-oxoisoindolin-3-yl)glycine 1 of high pharmaceutical potential. The reactions involve at least eight synthetic steps and can mechanistically be realized only with application of Ni(II) complexes described in this study.

Graphical abstract: Asymmetric synthesis of α-(1-oxoisoindolin-3-yl)glycine: synthetic and mechanistic challenges

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The article was received on 24 Jul 2014, accepted on 02 Dec 2014 and first published on 02 Dec 2014


Article type: Communication
DOI: 10.1039/C4CC05659K
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Citation: Chem. Commun., 2015,51, 1624-1626

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    Asymmetric synthesis of α-(1-oxoisoindolin-3-yl)glycine: synthetic and mechanistic challenges

    T. Li, S. Zhou, J. Wang, J. L. Aceña, V. A. Soloshonok and H. Liu, Chem. Commun., 2015, 51, 1624
    DOI: 10.1039/C4CC05659K

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