dc.contributor.authorAscic, Erhad
dc.contributor.authorOhm, Ragnhild G.
dc.contributor.authorPetersen, Rico
dc.contributor.authorHansen, Mette R.
dc.contributor.authorHansen, Casper L.
dc.contributor.authorMadsen, Daniel
dc.contributor.authorTanner, David
dc.contributor.authorNielsen, Thomas E.
dc.date.accessioned2014-04-07T06:36:12Z
dc.date.available2014-04-07T06:36:12Z
dc.date.copyright2014en_US
dc.date.issued2014
dc.identifier.citationAscic, E., Ohm, R. G., Petersen, R., Hansen, M. R., Hansen, C. L., Madsen, D., et al. (2014). Synthesis of Oxacyclic Scaffolds via Dual Ruthenium Hydride/Brønsted Acid-Catalyzed Isomerization/Cyclization of Allylic Ethers. Chemistry - A European Journal, 20(12), 3297-3300.en_US
dc.identifier.issn0947-6539en_US
dc.identifier.urihttp://hdl.handle.net/10220/19161
dc.description.abstractA ruthenium hydride/Brønsted acid-catalyzed tandem sequence is reported for the synthesis of 1,3,4,9-tetrahydropyrano[3,4-b]indoles (THPIs) and related oxacyclic scaffolds. The process was designed on the premise that readily available allylic ethers would undergo sequential isomerization, first to enol ethers (Ru catalysis), then to oxocarbenium ions (Brønsted acid catalysis) amenable to endo cyclization with tethered nucleophiles. This methodology provides not only an attractive alternative to the traditional oxa-Pictet–Spengler reaction for the synthesis of THPIs, but also convenient access to THPI congeners and other important oxacycles such as acetals.en_US
dc.language.isoenen_US
dc.relation.ispartofseriesChemistry - a European journalen_US
dc.rights© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en_US
dc.subjectDRNTU::Engineering::Environmental engineering
dc.titleSynthesis of oxacyclic scaffolds via dual ruthenium hydride/Brønsted acid-catalyzed isomerization/cyclization of allylic ethersen_US
dc.typeJournal Article
dc.identifier.doihttp://dx.doi.org/10.1002/chem.201304270
dc.contributor.organizationSingapore Centre on Environmental Life Sciences Engineering(SCELSE)


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