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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
Lie Ken Jie, MSFMustafa, JPasha, MK
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?
DOI: http://dx.doi.org/10.1007/s11745-998-0291-x
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
0024-4201
2021 Impact Factor: 1.646
2020 SCImago Journal Rankings: 0.601
ISI Accession Number ID
WOS:000076063400012

 

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.identifier.isiWOS:000076063400012-
dc.publisher.placeUnited States-
dc.identifier.issnl0024-4201-

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