Epoxidation of a conjugated linoleic acid isomer
Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide i...
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| Veröffentlicht in: | European journal of lipid science and technology 2003-08, Vol.105 (8), p.391-396 |
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| container_title | European journal of lipid science and technology |
| container_volume | 105 |
| creator | Jie, Marcel S. F. Lie Ken Lam, Corey N. W. Ho, Janette C. M. Lau, Maureen M. L. |
| description | Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide is described. The reactions furnished the corresponding mono‐epoxy [methyl (11, 12E)‐epoxy‐(9Z)‐octadecenoate (2) and methyl (9, 10Z)‐epoxy‐(11E)‐octadecenoate (3)] and a mixture of diastereomers of syn‐ and anti‐diepoxy‐stearate [methyl (9, 10Z;11, 12E)‐diepoxystearate (4a‐4d)], which were identified by a combination of spectroscopic and spectrometric analyses. |
| doi_str_mv | 10.1002/ejlt.200300817 |
| format | Article |
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F. Lie Ken ; Lam, Corey N. W. ; Ho, Janette C. M. ; Lau, Maureen M. L.</creator><creatorcontrib>Jie, Marcel S. F. Lie Ken ; Lam, Corey N. W. ; Ho, Janette C. M. ; Lau, Maureen M. L.</creatorcontrib><description>Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide is described. The reactions furnished the corresponding mono‐epoxy [methyl (11, 12E)‐epoxy‐(9Z)‐octadecenoate (2) and methyl (9, 10Z)‐epoxy‐(11E)‐octadecenoate (3)] and a mixture of diastereomers of syn‐ and anti‐diepoxy‐stearate [methyl (9, 10Z;11, 12E)‐diepoxystearate (4a‐4d)], which were identified by a combination of spectroscopic and spectrometric analyses.</description><identifier>ISSN: 1438-7697</identifier><identifier>EISSN: 1438-9312</identifier><identifier>DOI: 10.1002/ejlt.200300817</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Biological and medical sciences ; CLA ; conjugated linoleic acids ; epoxidation reaction ; epoxide ; Fat industries ; Food industries ; Fundamental and applied biological sciences. Psychology</subject><ispartof>European journal of lipid science and technology, 2003-08, Vol.105 (8), p.391-396</ispartof><rights>Copyright © 2003 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3557-12921d7ac033658688a1af9bbc9133a6a926bea04103b49a7b21fd1374bfa63</citedby><cites>FETCH-LOGICAL-c3557-12921d7ac033658688a1af9bbc9133a6a926bea04103b49a7b21fd1374bfa63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejlt.200300817$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejlt.200300817$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15059721$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Jie, Marcel S. F. Lie Ken</creatorcontrib><creatorcontrib>Lam, Corey N. W.</creatorcontrib><creatorcontrib>Ho, Janette C. M.</creatorcontrib><creatorcontrib>Lau, Maureen M. L.</creatorcontrib><title>Epoxidation of a conjugated linoleic acid isomer</title><title>European journal of lipid science and technology</title><addtitle>Eur. J. Lipid Sci. Technol</addtitle><description>Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide is described. The reactions furnished the corresponding mono‐epoxy [methyl (11, 12E)‐epoxy‐(9Z)‐octadecenoate (2) and methyl (9, 10Z)‐epoxy‐(11E)‐octadecenoate (3)] and a mixture of diastereomers of syn‐ and anti‐diepoxy‐stearate [methyl (9, 10Z;11, 12E)‐diepoxystearate (4a‐4d)], which were identified by a combination of spectroscopic and spectrometric analyses.</description><subject>Biological and medical sciences</subject><subject>CLA</subject><subject>conjugated linoleic acids</subject><subject>epoxidation reaction</subject><subject>epoxide</subject><subject>Fat industries</subject><subject>Food industries</subject><subject>Fundamental and applied biological sciences. Psychology</subject><issn>1438-7697</issn><issn>1438-9312</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNqFjzFPwzAQhS0EEqWwMmdhTDnbiR2PqGoLqBQkojJaF8dBLmlcxUG0_55WqYCN6d7wvnf6CLmmMKIA7Nau6m7EADhARuUJGdCEZ7HilJ0esxRKnpOLEFYAoISAAYHJxm9diZ3zTeSrCCPjm9XnO3a2jGrX-No6E6FxZeSCX9v2kpxVWAd7dbxD8jqd5OP7eP48exjfzWPD01TGlClGS4kGOBdpJrIMKVaqKIyinKNAxURhERIKvEgUyoLRqqRcJkWFgg_JqF81rQ-htZXetG6N7U5T0AdbfbDVP7Z74KYHNhgM1lWLjXHhl0ohVZLRfU_1vS9X290_q3ryOM___oh71oXObn9YbD-0kFym-m0x08vly1Q95Qud82-CWnSN</recordid><startdate>200308</startdate><enddate>200308</enddate><creator>Jie, Marcel S. F. Lie Ken</creator><creator>Lam, Corey N. W.</creator><creator>Ho, Janette C. M.</creator><creator>Lau, Maureen M. L.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley-VCH</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200308</creationdate><title>Epoxidation of a conjugated linoleic acid isomer</title><author>Jie, Marcel S. F. Lie Ken ; Lam, Corey N. W. ; Ho, Janette C. M. ; Lau, Maureen M. L.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3557-12921d7ac033658688a1af9bbc9133a6a926bea04103b49a7b21fd1374bfa63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Biological and medical sciences</topic><topic>CLA</topic><topic>conjugated linoleic acids</topic><topic>epoxidation reaction</topic><topic>epoxide</topic><topic>Fat industries</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. Psychology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jie, Marcel S. F. Lie Ken</creatorcontrib><creatorcontrib>Lam, Corey N. W.</creatorcontrib><creatorcontrib>Ho, Janette C. M.</creatorcontrib><creatorcontrib>Lau, Maureen M. L.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>European journal of lipid science and technology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jie, Marcel S. F. Lie Ken</au><au>Lam, Corey N. W.</au><au>Ho, Janette C. M.</au><au>Lau, Maureen M. L.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Epoxidation of a conjugated linoleic acid isomer</atitle><jtitle>European journal of lipid science and technology</jtitle><addtitle>Eur. J. Lipid Sci. Technol</addtitle><date>2003-08</date><risdate>2003</risdate><volume>105</volume><issue>8</issue><spage>391</spage><epage>396</epage><pages>391-396</pages><issn>1438-7697</issn><eissn>1438-9312</eissn><abstract>Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide is described. The reactions furnished the corresponding mono‐epoxy [methyl (11, 12E)‐epoxy‐(9Z)‐octadecenoate (2) and methyl (9, 10Z)‐epoxy‐(11E)‐octadecenoate (3)] and a mixture of diastereomers of syn‐ and anti‐diepoxy‐stearate [methyl (9, 10Z;11, 12E)‐diepoxystearate (4a‐4d)], which were identified by a combination of spectroscopic and spectrometric analyses.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejlt.200300817</doi><tpages>6</tpages></addata></record> |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Biological and medical sciences CLA conjugated linoleic acids epoxidation reaction epoxide Fat industries Food industries Fundamental and applied biological sciences. Psychology |
| title | Epoxidation of a conjugated linoleic acid isomer |
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