Stereocontrolled Synthesis of New Tetrahydrofuro[2,3-d]thiazole Derivatives via Activated Vinylogous Iminium Ions

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dc.contributor.authorMarkovic, R.
dc.contributor.authorBaranac, M.
dc.contributor.authorSteel, P.J.
dc.contributor.authorKleinpeter, E.
dc.contributor.authorStojanovic, M.
dc.date.accessioned2007-08-17T04:04:10Z
dc.date.available2007-08-17T04:04:10Z
dc.date.issued2005en
dc.description.abstractIntramolecular heterocyclization of (Z)-5-(2-hydroxyethyl)-3-methyl-4-oxothiazolidines, bearing electron-withdrawing groups conjugated to an exocyclic double bond at C(2)-position, afforded under reductive conditions, not easily accessible cis-tetrahydrofuro[2,3-d]thiazole derivatives. The reactions of these functionalized push-pull β-enamines occur in a stereocontrolled fashion via activated vinylogous N-methyliminium ions, which are trapped by an internal hydroxyethyl group.en
dc.identifier.citationMarkovic, R., Baranac, M., Steel, P., Kleinpeter, E., Stojanovic, M. (2005) Stereocontrolled Synthesis of New Tetrahydrofuro[2,3-d]thiazole Derivatives via Activated Vinylogous Iminium Ions. Heterocycles, 65, pp. 2635-2647.en
dc.identifier.issn1881-0942
dc.identifier.urihttp://hdl.handle.net/10092/391
dc.language.isoen
dc.publisherUniversity of Canterbury. Chemistry.en
dc.rights.urihttps://hdl.handle.net/10092/17651en
dc.subjectthiazolidinesen
dc.subjectvinylogous N-iminium ionen
dc.subjectheterocyclizationen
dc.subject.marsdenFields of Research::250000 Chemical Sciences::250500 Macromolecular Chemistry::250501 Synthesis of macromoleculesen
dc.subject.marsdenFields of Research::250000 Chemical Sciences::250500 Macromolecular Chemistry::250502 Physical chemistry of macromoleculesen
dc.titleStereocontrolled Synthesis of New Tetrahydrofuro[2,3-d]thiazole Derivatives via Activated Vinylogous Iminium Ionsen
dc.typeJournal Article
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