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dc.contributor.authorCergol, Katie M
dc.contributor.authorCoster, Mark J
dc.date.accessioned2017-05-03T15:16:48Z
dc.date.available2017-05-03T15:16:48Z
dc.date.issued2007
dc.date.modified2008-05-29T07:54:20Z
dc.identifier.issn1754-2189
dc.identifier.doi10.1038/nprot.2007.372
dc.identifier.urihttp://hdl.handle.net/10072/18028
dc.description.abstractThe protocol for the preparation of boron enolates and their subsequent reaction with aldehydes is described, providing convenient access to ߭hydroxy ketones in good yields and with high stereoselectivities. The reaction consists of three steps; firstly the ketone is rapidly converted to the corresponding boron enolate, by exposure to a chlorodialkylborane and tertiary amine base, which is then reacted in situ with the aldehyde. Finally, oxidative workup of the resultant boron aldolate provides aldol adduct. The reaction procedure requires approximately 28 h to complete over a two day period, consisting of 5 h to set up the reaction, whereupon the reaction mixture is left at -20 àovernight (16 h), followed by 7 h for workup and purification.
dc.description.peerreviewedYes
dc.description.publicationstatusYes
dc.format.extent165149 bytes
dc.format.mimetypeapplication/pdf
dc.languageEnglish
dc.language.isoeng
dc.publisherNature Publishing Group
dc.publisher.placeLondon
dc.publisher.urihttp://www.nature.com/nprot/
dc.relation.ispartofstudentpublicationN
dc.relation.ispartofpagefrom2568
dc.relation.ispartofpageto2573
dc.relation.ispartofissue10
dc.relation.ispartofjournalNature Protocols
dc.relation.ispartofvolume2
dc.rights.retentionY
dc.subject.fieldofresearchChemical sciences
dc.subject.fieldofresearchBiological sciences
dc.subject.fieldofresearchBiomedical and clinical sciences
dc.subject.fieldofresearchcode34
dc.subject.fieldofresearchcode31
dc.subject.fieldofresearchcode32
dc.titleAsymmetric aldol reaction using boron enolates
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.rights.copyright© 2007 Nature Publishing Group. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher. Please refer to the journal's website for access to the definitive, published version.
gro.date.issued2007
gro.hasfulltextFull Text
gro.griffith.authorCoster, Mark J.


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