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Issue 17, 2010
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Stereoselective synthesis of ring C-hexasubstituted trianglamines

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Abstract

The addition of organolithium reagents to the trianglimine derived from (R,R)-1,2-diaminocyclohexane and terephthalaldehyde gave the corresponding trianglamine with complete stereocontrol and the R configuration of all six newly formed stereocenters. The structure of the hexaphenyl-substituted macrocyle was determined by X-ray crystallographic study. The new trianglamines were tested as ligands in enantioselective catalytic reactions.

Graphical abstract: Stereoselective synthesis of ring C-hexasubstituted trianglamines

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Publication details

The article was received on 06 Apr 2010, accepted on 26 May 2010 and first published on 28 Jun 2010


Article type: Paper
DOI: 10.1039/C004873A
Citation: Org. Biomol. Chem., 2010,8, 3992-3996

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    Stereoselective synthesis of ring C-hexasubstituted trianglamines

    D. Savoia, A. Gualandi and H. Stoeckli-Evans, Org. Biomol. Chem., 2010, 8, 3992
    DOI: 10.1039/C004873A

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