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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.

Original publication

DOI

10.1039/b911675c

Type

Journal article

Journal

Org Biomol Chem

Publication Date

21/10/2009

Volume

7

Pages

4285 - 4288

Keywords

Alkenes, Carbohydrates, Catalysis, Epoxy Compounds, Ketones, Stereoisomerism, Substrate Specificity