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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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Article information


Submitted
15 Jun 2009
Accepted
15 Jul 2009
First published
14 Aug 2009

Org. Biomol. Chem., 2009,7, 4285-4288
Article type
Paper

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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