Concise and straightforward asymmetric synthesis of a cyclic natural hydroxy-amino acid

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dc.contributor.authorSimirgiotis, Mario J.
dc.contributor.authorVallejos, Javier
dc.contributor.authorAreche, Carlos
dc.contributor.authorSepúlveda, Beatriz
dc.date.accessioned2022-12-28T16:45:43Z
dc.date.available2022-12-28T16:45:43Z
dc.date.issued2014
dc.descriptionIndexación: Scopuses
dc.description.abstractAn enantioselective total synthesis of the natural amino acid (2S,4R,5R)-4,5-dihydroxy-pipecolic acid starting from D-glucoheptono-1, 4-lactone is presented. The best sequence employed as a key step the intramolecular nucleophilic displacement by an amino function of a 6-O-p-toluene-sulphonyl derivative of a methyl D-arabino-hexonate and involved only 12 steps with an overall yield of 19%. The structures of the compounds synthesized were elucidated on the basis of comprehensive spectroscopic (NMR and MS) and computational analysis. © 2014 by the authors; licensee MDPI, Basel, Switzerland.es
dc.description.urihttps://www.mdpi.com/1420-3049/19/12/19516
dc.identifier.citationMolecules Volume 19, Issue 12, Pages 19516 - 195311 December 2014
dc.identifier.doi10.3390/molecules191219516
dc.identifier.issn1420-3049
dc.identifier.urihttps://repositorio.unab.cl/xmlui/handle/ria/29594
dc.language.isoenes
dc.publisherMDPI AGes
dc.rights.licenseAtribución 4.0 Internacional (CC BY 4.0)
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/deed.es
dc.subjectAmino acidses
dc.subjectPipecolic acides
dc.subjectPiperidinees
dc.subjectTotal synthesises
dc.titleConcise and straightforward asymmetric synthesis of a cyclic natural hydroxy-amino acides
dc.typeArtículoes
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