dc.creatorCosta, M
dc.creatorPerles, EC
dc.creatorFujiwara, FY
dc.creatorImamura, PM
dc.date2000
dc.dateAPR
dc.date2014-12-02T16:24:55Z
dc.date2015-11-26T17:20:12Z
dc.date2014-12-02T16:24:55Z
dc.date2015-11-26T17:20:12Z
dc.date.accessioned2018-03-29T00:07:49Z
dc.date.available2018-03-29T00:07:49Z
dc.identifierPhytochemistry. Pergamon-elsevier Science Ltd, v. 53, n. 8, n. 851, n. 854, 2000.
dc.identifier0031-9422
dc.identifierWOS:000086975500007
dc.identifier10.1016/S0031-9422(99)00583-X
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/79245
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/79245
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/79245
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1283078
dc.descriptionReduction of the alpha,beta-unsaturated ester moiety of (+)-methyl hardwickiate with magnesium in methanol afforded methyl (4aS,6S,8aS, 1R,5R)-5,6,8a-trimethyl-5-[2'-(3 '-oxoyl)-ethyl-perhydro-1-naphthalenyl]-carboxaylate, while reduction with sodium in n-propanol, followed by esterification with diazomethane, furnished its C-4 epimer. After comparison of thr H-1- and C-13-NMR data of these compounds with those reported for crolechinic acid isolated from Croton lechleri, a stereochemical revision for the natural product is suggested. (C) 2000 Elsevier Science Ltd. All rights reserved.
dc.description53
dc.description8
dc.description851
dc.description854
dc.languageen
dc.publisherPergamon-elsevier Science Ltd
dc.publisherOxford
dc.publisherInglaterra
dc.relationPhytochemistry
dc.relationPhytochemistry
dc.rightsfechado
dc.rightshttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.sourceWeb of Science
dc.subjectreduction
dc.subject(+)-methyl hardwickiate
dc.subjectstereochemistry
dc.subjectcrolechinic acid
dc.subjectAlpha,beta-unsaturated Esters
dc.subjectSelective Reduction
dc.subjectCroton-lechleri
dc.subjectDragons Blood
dc.subjectSouth-america
dc.subjectMagnesium
dc.subjectMethanol
dc.titleSynthesis of methyl dihydrohardwickiate and its C-4 epimer. Structural amendment of natural crolechinic acid
dc.typeArtículos de revistas


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