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Electrochemical oxidation of cholesterol

Identifieur interne : 000044 ( Pmc/Corpus ); précédent : 000043; suivant : 000045

Electrochemical oxidation of cholesterol

Auteurs : Jacek W. Morzycki ; Andrzej Sobkowiak

Source :

RBID : PMC:4419515

Abstract

Summary

Indirect cholesterol electrochemical oxidation in the presence of various mediators leads to electrophilic addition to the double bond, oxidation at the allylic position, oxidation of the hydroxy group, or functionalization of the side chain. Recent studies have proven that direct electrochemical oxidation of cholesterol is also possible and affords different products depending on the reaction conditions.


Url:
DOI: 10.3762/bjoc.11.45
PubMed: 25977713
PubMed Central: 4419515

Links to Exploration step

PMC:4419515

Le document en format XML

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<name sortKey="Morzycki, Jacek W" sort="Morzycki, Jacek W" uniqKey="Morzycki J" first="Jacek W" last="Morzycki">Jacek W. Morzycki</name>
<affiliation>
<nlm:aff id="A1">Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland</nlm:aff>
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<author>
<name sortKey="Sobkowiak, Andrzej" sort="Sobkowiak, Andrzej" uniqKey="Sobkowiak A" first="Andrzej" last="Sobkowiak">Andrzej Sobkowiak</name>
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<nlm:aff id="A2">Faculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, Poland</nlm:aff>
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<name sortKey="Morzycki, Jacek W" sort="Morzycki, Jacek W" uniqKey="Morzycki J" first="Jacek W" last="Morzycki">Jacek W. Morzycki</name>
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<nlm:aff id="A1">Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland</nlm:aff>
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<author>
<name sortKey="Sobkowiak, Andrzej" sort="Sobkowiak, Andrzej" uniqKey="Sobkowiak A" first="Andrzej" last="Sobkowiak">Andrzej Sobkowiak</name>
<affiliation>
<nlm:aff id="A2">Faculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, Poland</nlm:aff>
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<series>
<title level="j">Beilstein Journal of Organic Chemistry</title>
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<title>Summary</title>
<p>Indirect cholesterol electrochemical oxidation in the presence of various mediators leads to electrophilic addition to the double bond, oxidation at the allylic position, oxidation of the hydroxy group, or functionalization of the side chain. Recent studies have proven that direct electrochemical oxidation of cholesterol is also possible and affords different products depending on the reaction conditions.</p>
</div>
</front>
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<journal-id journal-id-type="nlm-ta">Beilstein J Org Chem</journal-id>
<journal-id journal-id-type="iso-abbrev">Beilstein J Org Chem</journal-id>
<journal-title-group>
<journal-title>Beilstein Journal of Organic Chemistry</journal-title>
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<issn pub-type="epub">1860-5397</issn>
<publisher>
<publisher-name>Beilstein-Institut</publisher-name>
<publisher-loc>Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany</publisher-loc>
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<article-id pub-id-type="doi">10.3762/bjoc.11.45</article-id>
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<subject>Review</subject>
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<subject>Chemistry</subject>
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<subject>Organic Chemistry</subject>
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<title-group>
<article-title>Electrochemical oxidation of cholesterol</article-title>
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<name>
<surname>Morzycki</surname>
<given-names>Jacek W</given-names>
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<email>morzycki@uwb.edu.pl</email>
<xref ref-type="aff" rid="A1">1</xref>
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<contrib contrib-type="author" corresp="yes">
<name>
<surname>Sobkowiak</surname>
<given-names>Andrzej</given-names>
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<email>asobkow@prz.edu.pl</email>
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<contrib-group>
<contrib contrib-type="editor">
<name>
<surname>Waldvogel</surname>
<given-names>Siegfried R</given-names>
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<role>Guest Editor</role>
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<aff id="A1">
<label>1</label>
Institute of Chemistry, University of Białystok, ul. Ciołkowskiego 1K, 15-245 Białystok, Poland</aff>
<aff id="A2">
<label>2</label>
Faculty of Chemistry, Rzeszów University of Technology, P.O. Box 85, 35-959 Rzeszów, Poland</aff>
<pub-date pub-type="collection">
<year>2015</year>
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<pub-date pub-type="epub">
<day>25</day>
<month>3</month>
<year>2015</year>
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<volume>11</volume>
<fpage>392</fpage>
<lpage>402</lpage>
<ext-link ext-link-type="doi" xlink:href="10.3762/bjoc.11.45">10.3762/bjoc.11.45</ext-link>
<history>
<date date-type="received">
<day>5</day>
<month>1</month>
<year>2015</year>
</date>
<date date-type="accepted">
<day>3</day>
<month>3</month>
<year>2015</year>
</date>
</history>
<permissions>
<copyright-statement>Copyright © 2015, Morzycki and Sobkowiak; licensee Beilstein-Institut.</copyright-statement>
<copyright-year>2015</copyright-year>
<copyright-holder>Morzycki and Sobkowiak; licensee Beilstein-Institut.</copyright-holder>
<license license-type="Beilstein" xlink:href="http://www.beilstein-journals.org/bjoc">
<license-p>This is an Open Access article under the terms of the Creative Commons Attribution License (
<ext-link ext-link-type="uri" xlink:href="http://creativecommons.org/licenses/by/2.0">http://creativecommons.org/licenses/by/2.0</ext-link>
), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.</license-p>
<license-p>The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (
<ext-link ext-link-type="uri" xlink:href="http://www.beilstein-journals.org/bjoc">http://www.beilstein-journals.org/bjoc</ext-link>
)</license-p>
</license>
</permissions>
<abstract>
<title>Summary</title>
<p>Indirect cholesterol electrochemical oxidation in the presence of various mediators leads to electrophilic addition to the double bond, oxidation at the allylic position, oxidation of the hydroxy group, or functionalization of the side chain. Recent studies have proven that direct electrochemical oxidation of cholesterol is also possible and affords different products depending on the reaction conditions.</p>
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<kwd-group kwd-group-type="author">
<kwd>allylic oxidation</kwd>
<kwd>cholesterol</kwd>
<kwd>electrochemical halogenation</kwd>
<kwd>electrochemical oxidation</kwd>
</kwd-group>
</article-meta>
<notes>
<p>This article is part of the Thematic Series "Electrosynthesis".</p>
</notes>
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