Selective β-oxidation of α-sulfanyl amides

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Date
2011-07-29
Authors
Kissane, Marie
Murphy, Maureen
Bateman, Lorraine M.
McCarthy, Daniel G.
Maguire, Anita R.
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Elsevier
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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.
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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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