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1、ChineseJournalofCatalysis36(2015)1093—1100催化學報2015年第36卷第7期lvcw-vv.chxb.CrlavaiIabIeatwwSi—eeedirectComScienceDirectjournaIhomepage:www+.愛lls蕻爨}tam/loeate/chnjcELSEVIERArticleStereoselectivesynthesisofvic-halohydrinsandanunusualKnoevenagelproductfromanorg
2、anocatalyzedaldolreaction:Anon.ena●minemode_●●●≯■P.B.Thorat,S.V.Goswami,V.P.Sondankar,S.R.BhusareDepartmentofChemistry,DnyanopasakCollege,Parbhani-431401,MS,IndiaARTICLEINF0ABSTRACTArticlehistory:Stereoselectivesynthesisbyanaldolreactionbetweenchloroacet
3、oneandaldehydewasstudiedReceived5January2015usingasynthesizedchiralorganocatalystandtriethylamine.Thereactiongavec【一chloro—B—hydroxyAccepted10February2015ketonesinexcellentyieldwithhighantiselectivityandenantioselectivity.ThechiralorganocatalystPublished
4、20July2015wasalsousedintheKnoevenagelreaction,whichgavecc-cyano-B-hydroxyketonesatalowtem-peratureandtheusualKnoevenagelproductatahightemperature.BothproductswereobtainedinKoavords:goodtomoderateeldwithgoodantiselectivityinthecaseofoc-cyano—p-hydroxyketo
5、nederiva-fives.Aldolreaction@2015DalianInstituteofChemicalPhysics,ChineseAcademyofSciences.AsymmetricsynthesisPublishedbyElsevierB.V.A1lrightsreserved.Chl0rOacetOneDiastere0selectivit、,HydroxypropanoateKnoevenagelreactionPyrrolidinederivative1.In仃oductio
6、nactivemethylenecompoundinthepresenceofabaseisknownasKnoevenagelcondensation【8].TheKnoevenagelreactionisVic.halohydrinsareimportantintermediatesforthesynthe—animportantC—Cbondformingreactionbecausethesynthe—sisofbiologicallyactivecompoundsandnaturalprodu
7、ctssuchsizedalkenesareveryusefulintermediatesinorganicsynthesisasbagonists【1】Jsubstitutedpyrrolidines[2】,polychlorosul—『91.Forexample,Knoevenagelc0ndensationhasbeensuccess—folipid[3】,andinsectsexpheromones[4】.Thesemoleculesarefullycombinedwithhetero-Diel
8、s-A1derreactions.Michaelad.buildingblocksforvariousbioactiveproductsandnaturalditionreactions,enereactions,andsigmatropicrearrangementcompounds.Thusefortshavebeenmadetodevelopeffectivef0rthesynthesisofhighlyfunctionalizedm