Diastereoselective sulfur oxidation of 2-thio-3-chloroacrylamides

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dc.contributor.author Kissane, Marie
dc.contributor.author Lawrence, Simon E.
dc.contributor.author Maguire, Anita R.
dc.date.accessioned 2012-05-14T16:00:39Z
dc.date.available 2012-05-14T16:00:39Z
dc.date.copyright 2010-04-21
dc.date.issued 2010-04-21
dc.identifier.citation KISSANE, M., LAWRENCE, S. E. & MAGUIRE, A. R. 2010. Diastereoselective sulfur oxidation of 2-thio-3-chloroacrylamides. Tetrahedron: Asymmetry, 21, 871-884. doi: 10.1016/j.tetasy.2010.05.004 en
dc.identifier.volume 21 en
dc.identifier.issued 7 en
dc.identifier.startpage 871 en
dc.identifier.endpage 884 en
dc.identifier.issn 0957-4166
dc.identifier.issn 1362-511X
dc.identifier.uri http://hdl.handle.net/10468/587
dc.identifier.doi 10.1016/j.tetasy.2010.05.004
dc.description.abstract Diastereoselective sulfur oxidation in 2-thio-3-chloroacrylamides is described. A range of chiral amine auxiliaries were incorporated in the β-chloroacrylamide, and the efficiency with which the stereochemistry was relayed to the sulfur centre during sulfoxidation was investigated. Diastereomeric ratios of up to 3.3:1 were achieved. en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher Elsevier en
dc.rights Copyright © 2010 Elsevier Ltd. All rights reserved. NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Asymmetry. 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 Asymmetry, [VOL 21, ISSUE 7, (21/04/2010)] DOI 10.1016/j.tetasy.2010.05.004 en
dc.subject Diastereoselective oxidation en
dc.subject Sulfur oxidation en
dc.subject 2-thio-3-chloroacrylamides en
dc.subject Chiral amine auxiliaries en
dc.subject beta-chloroacrylamide en
dc.subject Sulfoxidation en
dc.subject Diastereomeric ratios en
dc.subject.lcsh Stereochemistry en
dc.title Diastereoselective sulfur oxidation of 2-thio-3-chloroacrylamides en
dc.type Article (peer-reviewed) en
dc.internal.authorurl http://publish.ucc.ie/researchprofiles/V001/amaguire en
dc.internal.authorcontactother Department of Chemistry and School of Pharmacy, Analytical and Biological Chemistry Research Facility, University College Cork, Ireland. Tel.: +353 21 4901693 en
dc.internal.availability Full text available en
dc.description.version Accepted Version en
dc.internal.rssid 21057259
dc.contributor.funder Irish Research Council for Science Engineering and Technology en
dc.contributor.funder University College Cork en
dc.description.status Peer reviewed en
dc.identifier.journaltitle Tetrahedron Asymmetry en
dc.internal.copyrightchecked Checked Elsevier policy. Added text to "Rights" as required by publisher. No requirement to indicate the copyright url. en
dc.internal.IRISemailaddress a.maguire@ucc.ie en
dc.internal.IRISemailaddress simon.lawrence@ucc.ie en

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