Asymmetric epoxidation of some arylalkenyl sulfones using a modified Juliá–Colonna procedure

A polyamino acid/peroxide-containing gel efficiently oxidizes a selection of α,β-unsaturated ketones and arylvinyl sulfones to furnish the corresponding optically active epoxides having good to excellent optical purity. A modified procedure for performing the Juliá–Colonna epoxidation reaction effec...

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Bibliographic Details
Published in:Tetrahedron letters 2004-06, Vol.45 (26), p.5073-5075
Main Authors: Lopez-Pedrosa, Jose-Maria, Pitts, Michael R., Roberts, Stanley M., Saminathan, Shanthini, Whittall, John
Format: Article
Language:English
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Summary:A polyamino acid/peroxide-containing gel efficiently oxidizes a selection of α,β-unsaturated ketones and arylvinyl sulfones to furnish the corresponding optically active epoxides having good to excellent optical purity. A modified procedure for performing the Juliá–Colonna epoxidation reaction effects the oxidation of some vinyl sulfones to generate the corresponding epoxides 5– 8 in good to excellent optical purity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2004.04.190