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Issue 20, 2009
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Accessible sugars as asymmetric olefin epoxidation organocatalysts: glucosaminide ketones in the synthesis of terminal epoxides

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Abstract

A systematically varied series of conformationally restricted ketones, readily prepared from N-acetyl-D-glucosamine, were tested against representative olefins as asymmetric epoxidation catalysts showing useful selectivities against terminal olefins and, in particular, typically difficult 2,2-disubstituted terminal olefins.

Graphical abstract: Accessible sugars as asymmetric olefin epoxidation organocatalysts: glucosaminide ketones in the synthesis of terminal epoxides

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Publication details

The article was received on 15 Jun 2009, accepted on 15 Jul 2009 and first published on 14 Aug 2009


Article type: Paper
DOI: 10.1039/B911675C
Citation: Org. Biomol. Chem., 2009,7, 4285-4288
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    Accessible sugars as asymmetric olefin epoxidation organocatalysts: glucosaminide ketones in the synthesis of terminal epoxides

    O. Boutureira, J. F. McGouran, R. L. Stafford, D. P. G. Emmerson and B. G. Davis, Org. Biomol. Chem., 2009, 7, 4285
    DOI: 10.1039/B911675C

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