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Issue 22, 2013
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Regioselective di- and tetra-functionalisation of γ-cyclodextrin using capping methodology

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Abstract

Alkylation of γ-cyclodextrin with 3 equiv. of 1,3-bis[bis(4-tert-butylphenyl)chloromethyl]benzene, followed by permethylation afforded selectively a singly capped (A,B), as well as two doubly capped (A,B:D,E and A,B:E,F) methylated γ-CDs. Deprotection with HBF4 gave quantitatively the corresponding diols and tetrols, which constitute valuable starting compounds for further functionalisation.

Graphical abstract: Regioselective di- and tetra-functionalisation of γ-cyclodextrin using capping methodology

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Publication details

The article was received on 01 Feb 2013, accepted on 10 Apr 2013 and first published on 10 Apr 2013


Article type: Paper
DOI: 10.1039/C3OB40234G
Citation: Org. Biomol. Chem., 2013,11, 3699-3705

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    Regioselective di- and tetra-functionalisation of γ-cyclodextrin using capping methodology

    M. Jouffroy, D. Armspach, D. Matt and L. Toupet, Org. Biomol. Chem., 2013, 11, 3699
    DOI: 10.1039/C3OB40234G

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