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Issue 17, 2010
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De novo synthesis of polyhydroxyl aminocyclohexanes

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Abstract

The syntheses of 12 stereochemically diverse polyhydroxyl aminocyclohexane (“aminocyclitols”) derivatives are described. These short syntheses require 2–5 steps from N-(2,4-cyclohexadien-1-yl)phthalimide, which is prepared in two steps from tricarbonyl(cyclohexadienyl)iron(1+). The relative stereochemistries of the aminocyclitols were assigned by 1H NMR spectroscopy as well as X-ray diffraction analysis.

Graphical abstract: De novo synthesis of polyhydroxyl aminocyclohexanes

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Publication details

The article was received on 31 Mar 2010, accepted on 07 Jun 2010 and first published on 09 Jul 2010


Article type: Paper
DOI: 10.1039/C004730A
Citation: Org. Biomol. Chem., 2010,8, 3908-3917

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    De novo synthesis of polyhydroxyl aminocyclohexanes

    A. Sar, S. Lindeman and W. A. Donaldson, Org. Biomol. Chem., 2010, 8, 3908
    DOI: 10.1039/C004730A

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