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dc.contributor.authorLepage, Romain J
dc.contributor.authorCoster, Mark J
dc.date.accessioned2019-05-29T12:40:36Z
dc.date.available2019-05-29T12:40:36Z
dc.date.issued2018
dc.identifier.issn0040-4020
dc.identifier.doi10.1016/j.tet.2018.01.043
dc.identifier.urihttp://hdl.handle.net/10072/381606
dc.description.abstractThe stereoselective synthesis of 5,5-spiroacetals by Rh(II)-catalysed double C–H insertion of methylene acetals bearing two diazo ester substituents is described. The diastereoselectivity of this bidirectional approach can be tuned through appropriate choice of catalyst, and chiral catalysts lead to products with up to 89% ee. The diastereoselectivity of the first cyclisation suggests that the second cyclisation proceeds via a non-concerted pathway.
dc.description.peerreviewedYes
dc.languageEnglish
dc.language.isoeng
dc.publisherElsevier
dc.publisher.placeUnited Kingdom
dc.relation.ispartofpagefrom1313
dc.relation.ispartofpageto1321
dc.relation.ispartofissue12
dc.relation.ispartofjournalTetrahedron
dc.relation.ispartofvolume74
dc.subject.fieldofresearchMedicinal and biomolecular chemistry
dc.subject.fieldofresearchOrganic chemistry
dc.subject.fieldofresearchOrganic chemistry not elsewhere classified
dc.subject.fieldofresearchcode3404
dc.subject.fieldofresearchcode3405
dc.subject.fieldofresearchcode340599
dc.subject.keywordsSpiroacetal
dc.subject.keywordsBidirectional
dc.subject.keywordsC–H insertion
dc.subject.keywordsStereoselectivity
dc.subject.keywordsRh(II)-catalysis
dc.titleStereoselective bidirectional synthesis of spiroacetals via Rh(II)-catalysed double C-H insertion
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
dcterms.licensehttp://creativecommons.org/licenses/by-nc-nd/4.0/
dc.description.versionAccepted Manuscript (AM)
gro.facultyGriffith Sciences, School of Environment and Science
gro.rights.copyright© 2018 Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International Licence which permits unrestricted, non-commercial use, distribution and reproduction in any medium, providing that the work is properly cited.
gro.hasfulltextFull Text
gro.griffith.authorCoster, Mark J.
gro.griffith.authorLepage, Romain


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