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Issue 12, 2009
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Asymmetric synthesis of 2-azabicyclo[3.3.1]nonanes by a microwave-assisted organocatalysed tandem desymmetrisation and intramolecular aldolisation

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Abstract

The six-membered nitrogen-containing ring of the morphan scaffold, ubiquitous in natural products, is formed by an intramolecular aldol process of an aza-tethered dicarbonyl compound, leading to the first asymmetric synthesis of a morphan derivative using organocatalysis.

Graphical abstract: Asymmetric synthesis of 2-azabicyclo[3.3.1]nonanes by a microwave-assisted organocatalysed tandem desymmetrisation and intramolecular aldolisation

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Publication details

The article was received on 06 Apr 2009, accepted on 06 May 2009 and first published on 18 May 2009


Article type: Communication
DOI: 10.1039/B906835J
Citation: Org. Biomol. Chem., 2009,7, 2517-2519

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    Asymmetric synthesis of 2-azabicyclo[3.3.1]nonanes by a microwave-assisted organocatalysed tandem desymmetrisation and intramolecular aldolisation

    F. Diaba and J. Bonjoch, Org. Biomol. Chem., 2009, 7, 2517
    DOI: 10.1039/B906835J

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