Synthesis of C-2 functionalised 1,6,8-trioxadispiro[4.1.5.3]pentadec-13-enes

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dc.contributor.author Allen, PA en
dc.contributor.author Brimble, Margaret en
dc.contributor.author Fares, FA en
dc.date.accessioned 2011-09-19T22:56:09Z en
dc.date.issued 1998 en
dc.identifier.citation Journal of the Chemical Society, Perkin Transactions 1 (15): 2403-2411 1998 en
dc.identifier.issn 1470-4358 en
dc.identifier.uri http://hdl.handle.net/2292/8175 en
dc.description.abstract The syntheses of bis-spiroacetals 28 and 44, model systems for the tricyclic bis-spiroacetal moiety of the polyether antibiotic epi-17-deoxy-(O-8)-salinomycin 3, are described. Introduction of an aldehyde group at C-2 was necessary for further elaboration of the right hand side of the molecule. It was found that the choice of protecting group on the hydroxymethyl substituent (precursor to an aldehyde group) was crucial to the outcome of the key oxidative cyclisation. en
dc.language EN en
dc.relation.ispartofseries Journal of the Chemical Society, Perkin Transactions 1 en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.subject POLYETHER ANTIBIOTIC SALINOMYCIN en
dc.subject STEREOCONTROLLED TOTAL SYNTHESIS en
dc.subject NATURAL-PRODUCTS en
dc.subject CHIRAL SYNTHESIS en
dc.subject C18-C30 SEGMENTS en
dc.subject D-GLUCOSE en
dc.subject REARRANGEMENT en
dc.subject C10-C17 en
dc.subject C1-C9 en
dc.title Synthesis of C-2 functionalised 1,6,8-trioxadispiro[4.1.5.3]pentadec-13-enes en
dc.type Journal Article en
dc.identifier.doi 10.1039/A802490A en
pubs.issue 15 en
pubs.begin-page 2403 en
dc.rights.holder Copyright: 1998 The Royal Society of Chemistry en
pubs.end-page 2411 en
dc.rights.accessrights http://purl.org/eprint/accessRights/RestrictedAccess en
pubs.subtype Article en
pubs.elements-id 33952 en
pubs.org-id Science en
pubs.org-id Chemistry en
pubs.org-id Science Research en
pubs.org-id Maurice Wilkins Centre (2010-2014) en
pubs.record-created-at-source-date 2010-09-01 en


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