Selective β-oxidation of α-sulfanyl amides

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Accepted Version
Date
2011-07-29
Authors
Kissane, Marie
Murphy, Maureen
Bateman, Lorraine M.
McCarthy, Daniel G.
Maguire, Anita R.
Journal Title
Journal ISSN
Volume Title
Publisher
Elsevier
Published Version
10.1016/j.tet.2011.05.041
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Abstract
A selective β-oxidation of a series of α-sulfanyl amides to the corresponding β-oxo-α-sulfanyl amides is described. This selective efficient oxidation of an unfunctionalised methyl or methylene group occurs under mild conditions, involving three sequential transformations conducted without isolation of the intermediates. Critically neither the sulfur nor the reactive α-CH bond is affected in the overall process.
Description
Keywords
Organosulfur chemistry , Stereoselective Synthesis
Citation
KISSANE, M., MURPHY, M., BATEMAN, L. M., MCCARTHY, D. G. & MAGUIRE, A. R. 2011. Selective β-oxidation of α-sulfanyl amides. Tetrahedron, 67, 5494-5499. doi: 10.1016/j.tet.2011.05.041
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URI
https://hdl.handle.net/10468/591
Collections
Chemistry - Journal Articles
Analytical & Biological Chemistry Research Facility - Journal Articles
Pharmacy - Journal Articles
Copyright
© 2011 Elsevier Ltd. All rights reserved. NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron, [67, 30, (14/05/2011)] DOI 10.1016/j.tet.2011.05.041