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dc.contributor.authorLoughlin, WA
dc.contributor.authorRowen, CC
dc.contributor.authorHealy, PC
dc.date.accessioned2017-06-29T12:31:02Z
dc.date.available2017-06-29T12:31:02Z
dc.date.issued2002
dc.date.modified2009-08-21T06:37:45Z
dc.identifier.issn1472-779X
dc.identifier.doi10.1039/b107705h
dc.identifier.urihttp://hdl.handle.net/10072/7028
dc.description.abstractThe enolate generated from cyclohexanone and LDA at -78 àin THF reacts with (ᩭphenyl vinyl sulfoxide to give the novel sulfinylbicyclo[4.2.0]octanols 1-3 and monoalkylated sulfoxide 4. The effects of changes in temperature, concentration, and reaction time were studied. By accurate control of temperature, concentration, and reaction time the ratio of bicyclooctanols 1-3 to monoalkylated sulfoxide 4 obtained was 95 5. The bicyclooctanols 1-3 were characterised as the sulfones 5 and 6. The relative stereochemistries of the bicyclooctanols 1-3 were established by X-ray structural determination.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.languageEnglish
dc.language.isoeng
dc.publisherRoyal Society of Chemistry
dc.publisher.placeUK
dc.publisher.urihttp://www.rsc.org/Publishing/Journals/P1/
dc.relation.ispartofpagefrom296
dc.relation.ispartofpageto302
dc.relation.ispartofedition2002
dc.relation.ispartofjournalJournal of the Chemical Society. Perkin Transactions 2
dc.relation.ispartofvolume2002
dc.subject.fieldofresearchcode250399
dc.titleInvestigations into the reaction of the lithium enolate of cyclohexanone and phenyl vinyl sulfoxide: A simple synthesis of a bicyclo[4.2.0]octan-1-ol
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.rights.copyright© 2002 Royal Society of Chemistry. Please refer to the journal link for access to the definitive, published version.
gro.date.issued2002
gro.hasfulltextNo Full Text
gro.griffith.authorHealy, Peter C.
gro.griffith.authorLoughlin, Wendy A.
gro.griffith.authorRowen, Catherine C.


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