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Article: An efficient ultrasound-assisted zinc reduction of fatty esters containing conjugated enynol and conjugated enynone systems

TitleAn efficient ultrasound-assisted zinc reduction of fatty esters containing conjugated enynol and conjugated enynone systems
Authors
Issue Date1998
PublisherAOCS Press. The Journal's web site is located at http://www.aocs.org/press/lipids.htm
Citation
Lipids, 1998, v. 33 n. 9, p. 941-945 How to Cite?
AbstractReduction of methyl 8-hydroxy-11-E/Z-octadecen-9-ynoate (1) with zinc in either aqueous n-propanol or water under concomitant ultrasound irradiation furnished a mixture of methyl 8-hydroxy-9Z,11E-octadecadienoate (3a) and methyl 8-hydroxy-9Z, 11Z-octadecadienoate (3b) (96% yield). Reduction of methyl 8-oxo-11-E/Z-octadecen-9-ynoate (2) under similar conditions gave methyl 8-oxo-10-Z-octadecenoate exclusively (4, 70%). The latter compound was epoxidized and converted to a C18 furanoid fatty ester (6, methyl 8,11-epoxy-8,10-octadecadienoate) in 70% yield.
Persistent Identifierhttp://hdl.handle.net/10722/224133
ISSN
2015 Impact Factor: 1.892
2015 SCImago Journal Rankings: 0.795

 

DC FieldValueLanguage
dc.contributor.authorLie Ken Jie, MSF-
dc.contributor.authorMustafa, J-
dc.contributor.authorPasha, MK-
dc.date.accessioned2016-03-24T06:21:54Z-
dc.date.available2016-03-24T06:21:54Z-
dc.date.issued1998-
dc.identifier.citationLipids, 1998, v. 33 n. 9, p. 941-945-
dc.identifier.issn0024-4201-
dc.identifier.urihttp://hdl.handle.net/10722/224133-
dc.description.abstractReduction of methyl 8-hydroxy-11-E/Z-octadecen-9-ynoate (1) with zinc in either aqueous n-propanol or water under concomitant ultrasound irradiation furnished a mixture of methyl 8-hydroxy-9Z,11E-octadecadienoate (3a) and methyl 8-hydroxy-9Z, 11Z-octadecadienoate (3b) (96% yield). Reduction of methyl 8-oxo-11-E/Z-octadecen-9-ynoate (2) under similar conditions gave methyl 8-oxo-10-Z-octadecenoate exclusively (4, 70%). The latter compound was epoxidized and converted to a C18 furanoid fatty ester (6, methyl 8,11-epoxy-8,10-octadecadienoate) in 70% yield.-
dc.languageeng-
dc.publisherAOCS Press. The Journal's web site is located at http://www.aocs.org/press/lipids.htm-
dc.relation.ispartofLipids-
dc.subject.meshAlkynes - chemistry-
dc.subject.meshBiochemistry - methods-
dc.subject.meshFatty Acids - chemistry-
dc.subject.meshMagnetic Resonance Spectroscopy-
dc.subject.meshZinc - chemistry-
dc.titleAn efficient ultrasound-assisted zinc reduction of fatty esters containing conjugated enynol and conjugated enynone systems-
dc.typeArticle-
dc.identifier.emailLie Ken Jie, MSF: hrsclkj@hku.hk-
dc.identifier.doi10.1007/s11745-998-0291-x-
dc.identifier.pmid9778142-
dc.identifier.scopuseid_2-s2.0-0031684362-
dc.identifier.hkuros39987-
dc.identifier.volume33-
dc.identifier.issue9-
dc.identifier.spage941-
dc.identifier.epage945-
dc.publisher.placeUnited States-

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