Continuous Flow-Processing of Organometallic Reagents Using an Advanced Peristaltic Pumping System and the Telescoped Flow Synthesis of (E/Z)-Tamoxifen

dc.creatorMurray, PRD
dc.creatorBrowne, DL
dc.creatorPastre, JC
dc.creatorButters, C
dc.creatorGuthrie, D
dc.creatorLey, SV
dc.date2013
dc.dateSEP
dc.date2014-07-30T14:02:11Z
dc.date2015-11-26T16:38:37Z
dc.date2014-07-30T14:02:11Z
dc.date2015-11-26T16:38:37Z
dc.date.accessioned2018-03-28T23:22:01Z
dc.date.available2018-03-28T23:22:01Z
dc.identifierOrganic Process Research & Development. Amer Chemical Soc, v. 17, n. 9, n. 1192, n. 1208, 2013.
dc.identifier1083-6160
dc.identifier1520-586X
dc.identifierWOS:000330144500014
dc.identifier10.1021/op4001548
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/56959
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/56959
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1272301
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionA new enabling technology for the pumping of organometallic reagents such as n-butyllithium, Grignard reagents, and DIBAL-H is reported, which utilises a newly developed, chemically resistant, peristaltic pumping system. Several representative examples of its use in common transformations using these reagents, including metal-halogen exchange, addition, addition-elimination, conjugate addition, and partial reduction, are reported along with examples of telescoping of the anionic reaction products. This Platform allows for truly continuous pumping of these highly reactive substances (and examples are demonstrated over periods of several hours) to generate multigram quantities of products. This work culminates in an approach to the telescoped synthesis of (E/Z)-tamoxifen using continuous-flow organometallic reagent-mediated transformations.
dc.description17
dc.description9
dc.description1192
dc.description1208
dc.descriptionEPSRC [EP/K009494/1]
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionEPSRC [EP/K009494/1]
dc.descriptionFAPESP [2012/05909-4]
dc.languageen
dc.publisherAmer Chemical Soc
dc.publisherWashington
dc.publisherEUA
dc.relationOrganic Process Research & Development
dc.relationOrg. Process Res. Dev.
dc.rightsfechado
dc.sourceWeb of Science
dc.subjectIn-tube Reactor
dc.subjectAsymmetric Conjugate Addition
dc.subjectGrignard-reagents
dc.subjectMultistep Synthesis
dc.subjectCatalyzed 1,4-addition
dc.subjectCarbonyl-compounds
dc.subjectHydrogen-peroxide
dc.subjectAllylic Alcohols
dc.subjectBond Formation
dc.subjectCyclic Enones
dc.titleContinuous Flow-Processing of Organometallic Reagents Using an Advanced Peristaltic Pumping System and the Telescoped Flow Synthesis of (E/Z)-Tamoxifen
dc.typeArtículos de revistas


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