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Issue 35, 2015
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Synthesis of a new class of iminosugars based on constrained azaspirocyclic scaffolds by way of catalytic C–H amination

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Abstract

The synthesis of the first examples of a new class of iminosugars based on constrained spirocyclic scaffolds has been achieved via Rh-catalyzed C(sp3)–H amination. In this process, the needed electronic control in securing high regioselectivity from substrates with a high density of activated C–H bonds was achieved by using a combination of activating and electron-withdrawing groups.

Graphical abstract: Synthesis of a new class of iminosugars based on constrained azaspirocyclic scaffolds by way of catalytic C–H amination

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Publication details

The article was received on 18 Jun 2015, accepted on 02 Jul 2015 and first published on 03 Jul 2015


Article type: Communication
DOI: 10.1039/C5OB01254F
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2015,13, 9176-9180
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    Synthesis of a new class of iminosugars based on constrained azaspirocyclic scaffolds by way of catalytic C–H amination

    P. Nocquet, R. Hensienne, J. Wencel-Delord, E. Wimmer, D. Hazelard and P. Compain, Org. Biomol. Chem., 2015, 13, 9176
    DOI: 10.1039/C5OB01254F

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