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dc.contributor.authorGuerrero-Vásquez, Guillermo A.
dc.contributor.authorKleber Z. Andrade, Carlos
dc.contributor.authorGonzález Molinillo, José María
dc.contributor.authorMacías Domínguez, Francisco Antonio
dc.contributor.otherQuímica Orgánicaen_US
dc.date.accessioned2018-04-06T09:48:14Z
dc.date.available2018-04-06T09:48:14Z
dc.date.issued2013-08
dc.identifier.urihttp://hdl.handle.net/10498/20299
dc.description.abstractNaphthotectone is a quinone isolated recently from teak extracts of Tectona grandis. It has been shown to be one of the most abundant compounds and the most active compound isolated form teak. Thus, it has been proposed that naphthotectone is one of the compounds responsible for the allelophathic activity of this plant. An efficient total synthesis of (±) -naphthotectone was achieved in seven steps and 31% overall yield. The best results were obtained by using an aqueous Wittig reaction as a key step. Other reactions used were the formation of an epoxide ring by the Corey– Chaykovsky method, and an innovative one-pot anodic electrooxidation and demethylation.en_US
dc.formatapplication/pdfen_US
dc.language.isoengen_US
dc.publisherEuropean Journal of Organic Chemistryen_US
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 Internacional*
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.sourceEur. J. Org. Chem. 2013, 6175–6180en_US
dc.subjecttotal synthesisen_US
dc.subjectnatural productsen_US
dc.subjectnapthoquinonesen_US
dc.subjectelectrochemistryen_US
dc.subjectepoxidationen_US
dc.subjectgreen chemistryen_US
dc.titlePractical First Total Synthesis of the Potent Phytotoxic (±)-Naphthotectone, Isolated from Tectona grandisen_US
dc.typeinfo:eu-repo/semantics/articleen_US
dc.rights.accessRightsinfo:eu-repo/semantics/openAccessen_US
dc.identifier.doi10.1002/ejoc.201300783


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Attribution-NonCommercial-NoDerivatives 4.0 Internacional
This work is under a Creative Commons License Attribution-NonCommercial-NoDerivatives 4.0 Internacional