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1、GeorgeS.ZweifeMichaelHeNantzUniversityofCalifornia,Davis@%$!kg$ggW.W.FREEMANANDCOMPANYNewYorkThemarinealkaloidnorzoanthamine,whoseenergy-minimizedstructureisdepictedonthefrontcover,exhibitsinterestingpharmacologicalproperties,particularlyasapromisingcandidateforana
2、ntiosteoporoticdrug.ItwasisolatedfromthegenusZoanthus,commonlyknownasseamatanemone.Thealkaloidpossessesacomplexmolecularstructure;itstotalsynthesiswasaccom-plishedin41stepsbyMiyashitaandcoworkers(Science20041,305,495),abrilliantintellectualachievement.[Coverimageby
3、MichaelNantzandDeanTantillo]PublisherSeniorAcquisitionsEditorMarketingManagerMediaEditor,AssociateEditorDesignManagerCover&TextDesignerSeniorProjectEditorCopyEditorProductionCoordinatorCompositionPrintingandBindingLibraryofCongressCataloging-inPublicationDataZweife
4、l,GeorgeS.Modernorganicsynthesis:anintroductionIGeorgeS.Zweifel,MichaelH.Nantz.p.cmIncludesindex.ISBN0-7167-7266-31.Organiccompounds--Synthesis.I.Nantz,MichaelH.11.Title.QD262.2942006547'.2--dc22EAN:9780716772668O2007byGeorgeS.ZweifelandMichaelH.Nantz.Allrightsrese
5、rved.PrintedintheUnitedStatesofAmericaFirstPrintingW.H.FreemanandCompany41MadisonAvenueNewYork,NY10010Houndmills,BasingstokeRG216XS,Englandwww.whfreeman.comWededicatethisbooktoourformermentorsatPurdueUniversily,ProfessorHerbertC.BrownProfessorPhillip1.Fuchswhohavei
6、nspiredourpassionfororganicchemistryGeorgeS.ZvveifelwasborninSwitzerland.HereceivedhisDr.Sc.Techn.degreein1955fromtheSwissFederalInstituteofTechnology(E.T.H.Zurich,ProfessorHansDeuel)workingintheareaofcarbohydratechemistry.TheawardofaSwiss-BritishExchangeFellowship
7、in1956(UniversityofEdinburgh,Scotland,ProfessorEdmundL.Hirst)andaResearchFellowshipin1957(UniversityofBirmingham,England,ProfessorMauriceStacey)madeitpossibleforhimtostudyconformationalproblemsinthecarbohydratefield.In1958,hebecameprofessorHerbertC.Brown'spersonalr
8、esearchassistantatPurdueUniversity,undertakingresearchinthenewareaofhydroborationchemistry.HejoinedthefacultyattheUniversityofCalifornia,Davis,in