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dc.contributor.authorHarras, Marina
dc.contributor.authorMilius, Wolfgang
dc.contributor.authorAitken, R Alan
dc.contributor.authorSchobert, Rainer
dc.identifier.citationHarras , M , Milius , W , Aitken , R A & Schobert , R 2017 , ' Syntheses of combretastatins D-1, D-2, and D-4 via ring contraction by flash vacuum pyrolysis ' , Journal of Organic Chemistry , vol. 82 , no. 1 , pp. 579-587 .
dc.identifier.otherPURE: 248138936
dc.identifier.otherPURE UUID: 96846004-9ed8-442b-a804-2d64f003fa2f
dc.identifier.otherScopus: 85018462191
dc.identifier.otherORCID: /0000-0001-6959-5311/work/34857566
dc.identifier.otherWOS: 000391781900055
dc.description.abstractWe report the syntheses of combretastatins D-2 and D-4 as well as a formal synthesis of combretastatin D-1 by a conceptually new route harnessing a ring-contracting flash vacuum pyrolytic extrusion of sulfur dioxide from the respective 16-membered sulfone precursors. Via flash vacuum pyrolysis, even metaparacyclophanes as small and strained as the hitherto unknown oxa[1.5]metaparacyclophane could be prepared as a side product en route to combretastatin D-2 by synchronous extrusion of SO2 and CO2.
dc.relation.ispartofJournal of Organic Chemistryen
dc.rightsCopyright © 2016 American Chemical Society. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at:
dc.subjectQD Chemistryen
dc.titleSyntheses of combretastatins D-1, D-2, and D-4 via ring contraction by flash vacuum pyrolysisen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.description.statusPeer revieweden

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