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Highly efficient asymmetric construction of novel indolines and tetrahydroquinoline derivatives via aza-Barbier/C–N coupling reaction

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Abstract

Highly stereoselective syntheses of chiral indolines and tetrahydroquinolines are achieved by combining the asymmetric Zn-mediated allylation of chiral N-tert-butanesulfinyl imines with efficient intramolecular C–N cross-coupling. Herein, the advantages of such a synthetic strategy are illustrated by the synthesis of indolines and tetrahydroquinolines with quaternary stereocenters and multi-substituted 1-oxo-1,2,3,4-tetrahydroisoquinolines.

Graphical abstract: Highly efficient asymmetric construction of novel indolines and tetrahydroquinoline derivatives via aza-Barbier/C–N coupling reaction

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Publication details

The article was received on 23 Nov 2017, accepted on 04 Dec 2017 and first published on 04 Dec 2017


Article type: Communication
DOI: 10.1039/C7OB02891A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Highly efficient asymmetric construction of novel indolines and tetrahydroquinoline derivatives via aza-Barbier/C–N coupling reaction

    T. Guo, B. Yuan and W. Liu, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C7OB02891A

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