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Total Synthesis of the Cyclic Carbonate-Containing Natural Product Aspergillusol B from d -(-)-Tartaric Acid

Buckler, Joshua; Meek, Tamaryn; Banwell, Martin; Carr, Paul D

Description

A total synthesis of compound 3 from D-(−)-tartaric acid is reported, thereby establishing that the structure, including relative stereochemistry, originally assigned to the cyclic carbonate-containing natural product aspergillusol B is correct.

dc.contributor.authorBuckler, Joshua
dc.contributor.authorMeek, Tamaryn
dc.contributor.authorBanwell, Martin
dc.contributor.authorCarr, Paul D
dc.date.accessioned2019-04-08T04:54:43Z
dc.identifier.issn0163-3864
dc.identifier.urihttp://hdl.handle.net/1885/159305
dc.description.abstractA total synthesis of compound 3 from D-(−)-tartaric acid is reported, thereby establishing that the structure, including relative stereochemistry, originally assigned to the cyclic carbonate-containing natural product aspergillusol B is correct.
dc.description.sponsorshipWe thank the Australian Research Council and the Institute of Advanced Studies for financial support. J.N.B. is the grateful recipient of an APA Scholarship provided by the Australian Government.
dc.format.extent6 pages
dc.format.mimetypeapplication/pdf
dc.language.isoen_AU
dc.publisherAmerican Chemical Society
dc.rights© 2017 American Chemical Society and American Society of Pharmacognosy
dc.sourceJournal of Natural Products
dc.subjecttartaric acid
dc.subjectcompound 3
dc.subjectaspergillusol B
dc.titleTotal Synthesis of the Cyclic Carbonate-Containing Natural Product Aspergillusol B from d -(-)-Tartaric Acid
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume80
dc.date.issued2017-07-19
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationa383154xPUB7565
local.publisher.urlhttps://pubs.acs.org/
local.type.statusAccepted Version
local.contributor.affiliationBuckler, Joshua, College of Science, The Australian National University
local.contributor.affiliationMeek, Tamaryn, College of Science, The Australian National University
local.contributor.affiliationBanwell, Martin, College of Science, The Australian National University
local.contributor.affiliationCarr, Paul D, College of Science, The Australian National University
dc.relationhttp://purl.org/au-research/grants/arc/DP150101947
local.identifier.essn1520-6025
local.bibliographicCitation.issue7
local.bibliographicCitation.startpage2088
local.bibliographicCitation.lastpage2093
local.identifier.doi10.1021/acs.jnatprod.7b00303
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
dc.date.updated2019-03-12T07:21:00Z
local.identifier.scopusID2-s2.0-85026540498
local.identifier.thomsonID000406818300016
dcterms.accessRightsOpen Access
dc.provenancehttps://v2.sherpa.ac.uk/id/publication/3082..."The Accepted Version can be archived in a Non-Commercial Institutional Repository If Required by Funder, If Required by Institution. 12 months embargo " from SHERPA/RoMEO site (as at 7/01/2021). This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Natural Products, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [insert ACS Articles on Request author-directed link to Published Work, see https://dx.doi.org/10.1021/acs.jnatprod.7b00303.
CollectionsANU Research Publications

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